Category: 1337532-51-0

Reference of 1337532-51-0, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 1337532-51-0, name is 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 5-bromo-2-(3,5-dimethylbenzyl)-2H-indazole (0.5 g, 1 .60mmol, 1 equiv) in 1 ,4-dioxane (15 mL) was added bis(pinacolato)diboron (0.4 g, 1 .60mmol, 1 equiv), and potassium acetate (0.47 g, 4.80mmol, 3 equiv) and the mixture was degassed for 15 minutes with argon. PdCl2(dppf)-CH2Cl2 adduct (0.065 g, 0.08mmol, 0.05 equiv) was added and the reaction was heated to 100 C for 5h and the consumption of the starting material was monitored by LCMS. The reaction mixture was cooled to room temperature. 5-bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (0.363 g, 1 .60mmol, 1 equiv) and saturated aqueous NaHC03 (5 mL) were added, and the mixture was degassed for 15 minutes. PdCI2(dppf)-CH2Cl2 adduct (0.065 g, 0.08mmol, 0. 05 equiv) was added, and the reaction mixture was stirred overnight at 100 C. The mixture was filtered through celite and the filtrate was dried over Na2S04 filtered and concentrated to give crude product. The crude product was purified by flash column chromatography (Silicagel pack) using 3 – 4 % MeOH in DCM mobile phase. The product was further purified by preparative HPLC. Prep HPLC condition: Column: Inertsil ODS 3V( 250 mm X4.6 mm X 5 mic) , Mobile Phase (A)/(B): 0.01 % Ammonia in water : Acetonitrile, Flow rate: 1 mL/min. The fractions containing the desired product were combined and concentrated. The product was basified and extracted with DCM and concentrted to afford the desired product 5-(2-(3,5- dimethylbenzyl)-4-fluoro-2H-indazol-5-yl)-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (0.055 g, 9 %) as an off white solid. LCMS (ES) m/z = 383.2 [M+H]+. NMR (400 MHz, DMSO-c/6) delta ppm 2.23 (s, 6H), 3.73 (s, 3 H), 5.54 ( s, 2H), 6.01 (br.s, 2 H), 6.93 (s, 1 H), 6.98 (s, 2H),7.27 (s,1 H), 7.34 – 7.31 (m, 1 H), 7.68 (d, J = 10 Hz, 2 H), 8.13 (s, 1 H), 8.46 (s, 1 H).HPLC: 99.94 % of purity by HPLC254nM

According to the analysis of related databases, 1337532-51-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; AXTEN, Jeffrey Michael; KRISTAM, Rajendra; VENKATESHAPPA, Chandregowda; (105 pag.)WO2019/21208; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1337532-51-0, Adding some certain compound to certain chemical reactions, such as: 1337532-51-0, name is 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine,molecular formula is C7H7BrN4, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1337532-51-0.

To a stirred solution of 3-benzyl-7-bromo-8-fluoroisoquinoline (0.13 g, 0.41 1 mmol, 1 equiv) in 1 ,4-dioxane (10 mL) was added bis(pinacolato)diboron (0.10 g, 0.41 1 mmol, 1 equiv), and potassium acetate (0.12 g, 1 .23 mmol, 3 equiv). The reaction mixture was degassed with N2 for 10 minutes. PdCl2(dppf)-CH2Cl2 adduct (0.0167 g, 0.02 mmol, 0.05 equiv) was added and the mixture was degassed with N2 for 5 minutes. The reaction mixture was stirred for 12 hour at 100 C in a sealed vessel. The reaction was cooled to room temperature. 5-bromo-7-methyl-7/-/-pyrrolo[2,3-c ]pyrimidin-4-amine (0.094 g, 0.41 1 mmol, 1 .0 equiv), saturated aqueous NaHC03 (3 mL) and PdCI2(dppf)-CH2Cl2 adduct (0.0167 g, 0.02 mmol, 0.05 equiv) was added and the reaction mixture was degassed with N2 for 5 minutes. The vessel was sealed and the reaction mixture was stirred for 8 hour at 100 C. The mixture was filtered through celite and the filtrate was evaporated to obtain crude product, which was purified by silica gel flash column chromatography. The compound eluted out in 3 % MeOH:DCM. The fractions containing product were evaporated to obtain 5-(3-benzyl-8-fluoroisoquinolin-7-yl)-7-methyl-7H^yrrolo[2,3-c ]pyrimidin-4-amine (0.012 g, 8 %) as an off-white solid. LCMS (ES) m/z = 384.2 [M+H]+. NMR (400 MHz, DMSO-d6) delta ppm 3.76 (s, 3H), 4.26 (s, 2H), 6.13 (br.s., 2H), 7.19 (t, J=6.8 Hz, 1 H), 7.27 – 7.35 (m, 4H), 7.42 (s, 1 H), 7.70 (t, J=8.0 Hz, 1 H), 7.78 – 7.80 (m, 2H), 8.15 (s, 1 H), 9.41 (s, 1 H).

According to the analysis of related databases, 1337532-51-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; AXTEN, Jeffrey; KETHIRI, Raghava Reddy; KRISTAM, Rajendra; VENKATESHAPPA, Chandregowda; (162 pag.)WO2018/15879; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 1337532-51-0, name is 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine. A new synthetic method of this compound is introduced below., Recommanded Product: 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine

Run 3: To a stirred solution of 1-(4-bromo-3-fluorophenyl)-3-(2,5- difluorobenzyl)imidazolidin-2-one (450 mg, 1.16 mmol) in 1 ,4-dioxane (18 ml_) was added bis(pinacolato)diboron (300 mg, 1.16 mmol, 1 equiv), and potassium acetate (340 mg, 3.48 mmol, 3 equiv). The reaction mixture was degassed with N2 for 5 min. PdCI2(dppf)- CH2CI2 adduct (48 mg, 0.058 mmol, 0.05 equiv) was added and degassed with N2 for additional 5 min. The reaction mixture was stirred for 16 h at 100C in a sealed vessel. The reaction was cooled to room temperature, 5-bromo-7-methyl-7/-/-pyrrolo[2,3- <^pyrimidin-4-amine (260 mg, 1.16 mmol, 1.0 equiv), saturated aqueous NaHC03 (6 ml_) and PdCI2(dppf)-CH2CI2 adduct (48 mg, 0.058 mmol, 0.05 equiv) were added and the reaction mixture was degassed with N2 for 5 min. The vessel was sealed and the reaction mixture was stirred for 16 h at 100C. The reaction mixture was cooled to room temperature & filtered through celite and the filtrate was extracted with ethyl acetate. The organic layer was dried over Na2S04 and concentrated to obtain dark oily compound. The crude product was purified over silica gel flash column chromatography using 2% MeOH in DCM as mobile phase. Compound containing pure fractions were evaporated to obtain 1-(4-(4-amino-7-methyl-7/-/-pyrrolo[2,3-c]pyrimidin-5-yl)-3-fluorophenyl)-3-(2,5- difluorobenzyl) imidazolidin-2-one (70 mg, 13.5 %) as an off white solid. LCMS (ES) m/z = 453.2 [M+H]+. H NMR (400 MHz, DMSO-d6) delta ppm 3.46 (t, J = 8.0 Hz, 2H), 3.73 (s, 3H), 3.88 (t, J = 7.6 Hz, 2H), 4.46 (s, 2 H), 5.94 (br. s., 2H), 7.19 - 7.26 (m, 4H), 7.31- 7.40 (m, 1 H), 7.42-7.45 (m, 1 H), 7.70 (d, J = 13.2 Hz, 1 H), 8.13 (s, 1 H). If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1337532-51-0, 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine. Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AXTEN, Jeffrey Michael; FAUCHER, Nicolas Eric; DAUGAN, Alain Claude-Marie; (153 pag.)WO2017/46739; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 1337532-51-0, name is 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine. A new synthetic method of this compound is introduced below., Recommanded Product: 1337532-51-0

To a stirred solution of mixture of 1-(4-bromo-3-fluorophenyl)-3-(m-tolyl)pyrrolidin-2-one (0.5 g, 1.4 mmol, 1.0 equiv), was added bis(pinacolato)diboron (0.365 g, 1.4 mmol, 1.0 equiv), and potassium acetate (0.422 g, 4.3 mmol, 1.0 equiv), and the mixture was degassed with Argon for 10 minutes then PdCl2(dppf)-CH2Cl2 adduct (0.05 g, 0.072 mmol, 0.05 equiv) was added and again degassed with Argon for 10 minutes. The reaction mixture was stirred for 3 hours at 100 C in a sealed vessel. The reaction was cooled to room temperature. 5-bromo-7-methyl-7/-/-pyrrolo[2,3-c]pyrimidin-4-amine (0.326 g, 1.436 mmol, 1.0 equiv) and saturated aqueous NaHC03 (6 mL) was added, and Argon gas was bubbled through the reaction mixture for 10 minutes and PdCl2(dppf)-CH2Cl2 adduct (0.05 g, 0.072 mmol, 0.05 equiv) was added. The vessel was sealed, and the reaction mixture was stirred overnight at 100 C. The crude mixture was filtered through celite and the filtrate was extracted with EtOAc and dried over Na2S04 and concentrated. Purification: Purified by flash column chromatography using silica gel column, using 3 to 4 % MeOH in DCM as eluent to get desired product as white color solid. Yield: (0.055 g, 9.23%); LCMS (ES) m/z = 416.2 [M+H]+. H NMR (400 MHz, DMSOd6) delta 2.16 – 2.23 (m, 1 H), 2.30 (s, 3 H), 2.57 – 2.65 (m, 1 H), 3.74 (s, 3 H), 3.91 – 4.01 (m, 3 H), 5.98 (br s, 2 H), 7.10 (t, J=6.8 Hz, 3 H), 7.23 (t, J=6.80 Hz, 1 H), 7.30 (s, 1 H), 7.42 (t, J=8.4 Hz, 1 H), 7.59 (d, J=7.60 Hz, 1 H), 7.83 (d, J=12.8 Hz, 1 H), 8.14 (s, 1 H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1337532-51-0, 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AXTEN, Jeffrey M.; MEDINA, Jesus Raul; WO2015/136463; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1337532-51-0, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.1337532-51-0, name is 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine, molecular formula is C7H7BrN4, molecular weight is 227.06, as common compound, the synthetic route is as follows.

To a stirred solution 4-(2 , 5-dimethylbenzyl)-2-(3-fl uoro-4-(4,4, 5, 5-tetramethyl- 1,3,2- dioxaborolan-2-yl)phenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one (0.2 g, 0.47 mmol, 1 equiv) in 1,4-Dioxane (20 mL) was added 5-bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (0.085 g, 0.37 mmol, 0.8 equiv), tripotassium phosphate (0.2 g, 0.94 mmol, 2.0 equiv) and water (0.5mL).The reaction mixture was degassed with argon for 10 minutes. Pd2(dba)3 (0.021 g, 0.023 mmol, 0.05 equiv) and (tBut)3PHBF4 (0.013 g, 0.047 mmol, 0.1 equiv) were added and degassed with argon for 10 minutes. The reaction mixture was stirred for 0/N at 100 C in a sealed vessel. The reaction was cooled to room temperature. The Reaction mixture was evaporated to obtain crude product, which was purified over silica gel flash column chromatography. The compound eluted out in 2% MeOH:DCM. Fractions obtained were concentrated to give 2-(4-(4-amino-7-methyl-7H-pyrrolo[2 ,3-d]pyrimidin-5- yl)-3-fluorophenyl)-4-(2 ,5-dimethyl benzyl)-2,4-dihydro-3H- 1,2 ,4-triazol-3-one (0.07 g, 33 %) as off white solid. LCMS (ES) m/z = 444.2 [M+H]. 1H NMR (400 MHz, DMSO-d6) O ppm: 2.23 (5, 3H), 2.28 (5, 3H), 3.73 (5, 3H), 4.84 (5, 2H), 6.03 (br.s, 2H), 6.97 (5, 1H), 7.03 (d, J=7.2 Hz, 1H), 7.10 (d, J=7.2 Hz, 1H), 7.31 (5, 1H), 7.47 (t, J=8.0 Hz, 1H), 7.83-7.86 (m, 2H), 8.13 (5, 1H), 8.27 (5, 1H)

Statistics shows that 1337532-51-0 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AXTEN, Jeffrey Michael; FAUCHER, Nicolas Eric; DAUGAN, Alain Claude-Marie; (110 pag.)WO2017/46738; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1337532-51-0 , The common heterocyclic compound, 1337532-51-0, name is 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine, molecular formula is C7H7BrN4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To a stirred solution of 4-benzyl- 1 -(4-bromo-3-fl uorophenyl)- 1 H- 1,2 ,4-triazol-5(4H)- one (0.520 g, 1.494 mmol, 1.0 equiv), was added bis(pinacolato)diboron (0.130 g, 1.494 mmol, 1.0 equiv), potassium acetate (0.440 g, 1.494 mmol, 3.0 equiv), and the mixture was degassed with Argon for 10 mi PdCI2(dppf)-CH2CI2 adduct (0.061 g, 0.075 mmol,0.05 equiv) was added and again degassed with Argon for 10 mm. The reaction mixture was stirred for 5h at 100 00 in a sealed vessel. The reaction mixture was cooled to room temperature, 5-bromo-7-methyl-7H- pyrrolo[2,3-d]pyrimidin-4-amine (0.340 g, 1.494 mmol, 1.0 equiv) and saturated aqueous NaHCO3 (5 mL) was added to the reaction mixture and Argon gas was bubbled through the mixture for 10 mi PdCI2(dppf)-CH2CI2 adduct (0.061 g, 0.075 mmol,0.05 equiv ) was added to the reaction mixture, the vessel was sealed and the reaction mixture was stirred overnight at 100 00 . The reaction mixture was cooled to room temperature and filtered through celite, the filtrate was dried over Na2SO4 and concentrated. The crude material was purified by flash column chromatography using silicagel column using 4-5 % MeOH in DCM as an eluent to obtain 1-(4-(4- ami no-7-methyl-7H-pyrrolo[2 ,3-d]pyrimidin-5-yl)-3-fluorophenyl)-4-benzyl- 1 H-i ,2,4-triazol- 5(4H)-one as off white solid (0.044 g, 7.1 %). LCMS (ES) m/z = 416.2 [M÷H]. 1H NMR (400 MHz, DMSO-d6) O ppm 3.74 (5, 3H), 4.91 (5, 2H), 6.03 (br.s, 2H), 7.33 – 7.41 (m, 6H), 7.48 (t, J = 9.2 Hz, 1H), 7.84 (t, J = 6.0 Hz, 2H), 8.14 (5, 1H), 8.42 (5, 1H). 99.79% of purity by HPLC 254 nM.

The synthetic route of 1337532-51-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AXTEN, Jeffrey Michael; FAUCHER, Nicolas Eric; DAUGAN, Alain Claude-Marie; (110 pag.)WO2017/46738; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 1337532-51-0, name is 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine. A new synthetic method of this compound is introduced below., category: pyrimidines

Step 1 : To a stirred solution of mixture of 4-(2,4-difluorophenyl)-1-(3-fluoro-4-(4,4,5,5- tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenyl)-3-methylimidazolidin-2-one (0.2 g, 0.462 mmol, 1 equiv), in 1 ,4-dioxane: water (10 mL: 3 mL) was added 5-bromo-7-methyl-7H- pyrrolo[2,3-d]pyrimidin-4-amine (0.095 g, 0.416 mmol, 0.9 equiv), potassium phosphate (0.196 g, 0.924 mmol, 2 equiv), Pd2(dba)3 (0.021 g, 0.0231 mmol, 0.05 equiv) and tri-tert- butylphosphonium tetrafluoroborate (0.0133 g, 0.0462 mmol, 0.1 equiv) under argon atmosphere, then the mixture was heated to 100C for 6h in a sealed tube. Reaction mixture was monitored by TLC and after consumption of the starting material, the reaction mixture was filtered through celite, dried over Na2S04, and concentrated to obtain the crude product. Crude product was purified by flash column chromatography on silica gel, and the compound was eluted with 2 % MeOH : DCM mobile phase. The pure fractions were evaporated to obtain 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3- fluorophenyl)-4-(2,4-difluorophenyl)-3-methylimidazolidin-2-one as off white solid (0.07 g, 34.5 %). LCMS (ES) m/z = 453.1 [M+H]+. H NMR (400 MHz, DMSO-d6) delta ppm 2.62 (s, 3H), 3.68 – 3.69 (m, 1 H), 3.71 (s, 3H), 4.28 (t, J = 9.6 Hz, 1 H), 4.97 – 5.01 (m, 1 H), 5.93 (br. S., 2H), 7.15 (t, J = 6.4 Hz, 1 H), 7.24 (s, 1 H), 7.32 (t, J = 8.8 Hz, 2H), 7.40 – 7.49 (m, 2H), 7.69 (d, J = 13.2 Hz, 1 H), 8.1 1 (s, 1 H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1337532-51-0, 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AXTEN, Jeffrey Michael; FAUCHER, Nicolas Eric; DAUGAN, Alain Claude-Marie; KETHIRI, Raghava Reddy; KRISTAM, Rajendra; VENKATESHAPPA, Chandregowda; (247 pag.)WO2017/46737; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1337532-51-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1337532-51-0, name is 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine, molecular formula is C7H7BrN4, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Add Pd(II) acetate (635 mg, 2.83 mmol), cataCXium A (2.03 g, 5.65 mmol), and aqueous saturated NaHC03(186 mL, 188 mmol) to a suspension of 5-bromo-7- methyl-pyrrolo[2,3-d]pyrimidin-4-amine (21.4 g, 94.3 mmol) and 3-methyl-4-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)aniline (28.6 g, 123 mmol) in 2-methyl- tetrahydrofuran (214 mL) at 23 C, and stir the mixture in a sealed tube at 100 C for 3 h. Cool to 23 C, filter through a pad of diatomaceous earth, and rinse the solid with H20 (50 mL) and ethyl acetate (100 mL). Separate the organic layer, wash it with aqueous saturated NaCl (50 mL), and concentrate under reduced pressure. Purify the residue by chromatography (eluent: hexane / acetone 0-100%) to obtain the title compound (12.1 g, 51%) as a yellow solid. ES/MS m/z 254.1 (M+H)

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 1337532-51-0, 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine.

Reference:
Patent; ELI LILLY AND COMPANY; CIFUENTES-GARCIA, Marta Maria; GARCIA-PAREDES, Maria Cristina; (34 pag.)WO2018/194885; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 1337532-51-0, name is 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. name: 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine

To a stirred reaction mixture of 3-(6-methylpyridin-2-yl)-1-(4-(4,4,5,5-tetramethyl-1 ,3,2- dioxaborolan-2-yl)phenyl)pyrrolidin-2-one was added 5-bromo-7-methyl-7/-/-pyrrolo[2,3- d]pyrimidin-4-amine (0.479 g, 2.1 mmol, 1.0 equiv) of and 8 ml of sat. NaHC03 solution under argon atmosphere, followed by addition of PdCl2(dppf)-CH2Cl2 adduct (0.086 g, 0.11 mmol, 0.05 equiv) under argon atmosphere, the reaction mixture was heated to 100 C and stirred for overnight. Reaction mixture was monitored by LCMS and after consumption of starting material, Reaction mixture was filtered through celite and washed with DCM. The filtrate was and dried over Na2S04 and concentrated to get crude product. Crude product was purified by flash chromatography on Silica gel and compound was eluted with 2% MeOH/DCM as impure fraction, it was re purified by prep HPLC(Column :Column : Inertsil ODS 3V (250 mm X 4.6 mm X 5 mic), Mobile phase (A) : 0.01 % Ammonia in water, Mobile phase(B) : ACN, Flow rate : 1.0 mL/min) to get 1-4-(4-amino-7- methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl)-3-(6-methylpyridin-2-yl)pyrrolidin-2-one as off-white solid, yield (0.07g, 10%). LCMS (ES) m/z = 399.2 [M+H]+. H NMR (400 MHz, DMSOd6) delta 2.44 (s, 3 H), 2.49 – 2.53 (m, 2 H), 3.73 (s, 3 H), 3.92 – 4.07 (m, 3 H), 6.03 (br s, 2 H), 7.13 – 7.20 (m, 2 H), 7.29 (s, 1 H), 7.46 (d, J=8.4 Hz, 2 H), 7.65 (t, J=7.6 Hz, 1 H), 7.79 (d, J=8.4 Hz, 2 H), 8.14 (s, 1 H).

With the rapid development of chemical substances, we look forward to future research findings about 1337532-51-0.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AXTEN, Jeffrey M.; MEDINA, Jesus Raul; WO2015/136463; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1337532-51-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1337532-51-0, name is 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine, molecular formula is C7H7BrN4, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a stirred solution of 1-(4-bromophenyl)-3-(2,6-dimethylpyrimidin-4-yl)pyrrolidin-2-one (0.6 g, 1.734 mmol, 1.0 equiv), was added bis(pinacolato)diboron (0.441 g, 1.7 mmol, 1.0 equiv), and potassium acetate (0.510 g, 5.2 mmol, 3.0 equiv), and the mixture was degassed with Argon for 10 minutes, PdCI2(dppf)-CH2CI2 adduct (0.071 g, 0.09 mmol, 0.05 equiv) was added and again degassed with Argon for 10 minutes. The reaction mixture was stirred for 3 hours at 100 C in a sealed vessel. The reaction was cooled to room temperature. 5-bromo-7-methyl-7/-/-pyrrolo[2,3-c]pyrimidin-4-amine (0.394 g, 1.734 mmol, 1.0 equiv) and saturated aqueous NaHC03 (6 mL) were added, and Argon gas was bubbled through the mixture for 10 minutes. PdCl2(dppf)-CH2Cl2 adduct (0.071 g, 0.09 mmol, 0.05 equiv) was added, the vessel was sealed, and the reaction mixture was stirred overnight at 100 C. The crude mixture was filtered through celite and the filtrate was dried over Na2S04 and concentrated. Purification: Crude material was purified by flash column chromatography using silica gel column, compound was eluted at 8-10 % MeOH :DCM as mobile phase.yield: (0.055 g, 7.7 %) as off white solid. LCMS (ES) m/z = 414.2 [M+H]+. H NMR (400 MHz, CDCI3) delta 2.50 (s, 3 H), 2.57 – 2.61 (m, 1 H), 2.67 (s, 3 H), 2.71 – 2.78 (m, 1 H), 3.84 (s, 3 H), 3.91 – 4.00 (m, 2 H), 4.09 – 4.15 (m, 1 H), 5.23 (br s, 2 H), 6.94 (s, 1 H), 7.13 (s, 1 H), 7.49 (d, J=8.40 Hz, 2 H), 7.76 (d, J=8.0 Hz, 2 H), 8.33 (s, 1 H).

According to the analysis of related databases, 1337532-51-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AXTEN, Jeffrey M.; MEDINA, Jesus Raul; WO2015/136463; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia