Day: April 26, 2021

Reference of 1337962-47-6, Adding some certain compound to certain chemical reactions, such as: 1337962-47-6, name is 5-Bromo-2,6-di(1H-pyrazol-1-yl)pyrimidin-4-amine,molecular formula is C10H8BrN7, 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 1337962-47-6.

A mixture of 8.9 mg (13.1 mu?iotaomicron) of Pd-PEPPSI-IPr-catalyst, 0.1 g (0.33 mmol) of 5-bromo-2,6- di(lH-pyrazol-l-yl)pyrimidin-4-amine (Example 1), 0.1 g (0.65 mmol) of cesium fluoride and activated, crushed 4A molecular sieves (33 mg) in a glass vial was purged with argon and 1 ml of dioxane was added. 0.15 (0.39 mmol) of 2-tributylstannylthiazole was then added and the reaction was stirred at 80C for 24 h. The mixture was filtered throw celite/CsF. The solvent was removed in vacuum. The residue was purified by column chromatography with silica gel and methylene chloride and methanol as eluent to give 47.9 mg (47.2 %) of the desired product.1H-RM (300 MHz, DMSO-d6): delta = 6.57 (dd, 1H), 6.58 (dd, 1H), 7.34 (d, 1H), 7.52 (s, 1H), 7.81 (d, 1H), 7.86 (d, 1H), 7.92 (d, 1H), 8.41 (s, 1H), 8.51 (d, 1H), 8.60 (d, 1H).

According to the analysis of related databases, 1337962-47-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PALOBIOFARMA, S.L.; CAMACHO GOMEZ, Juan Alberto; CASTRO-PALOMINO LARIA, Julio Cesar; WO2011/121418; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 698-29-3, name is 4-Amino-2-methylpyrimidine-5-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H6N4

EXAMPLE 8 4-Amino-2-methyl-5-pyrimidinecarbothioamide Hydrogen sulfide is passed through a mixture of 4-amino-2-methyl-5-pyrimidinecarbonitrile (6.707 g., 0.050 m.), triethylamine (7.0 ml., 0.050 m.), dimethylformamide (25 ml.) and pyridine (100 ml.) with stirring for 3 hours at ambient temperature. The mixture is poured into ice water (500 ml.) and the cream-colored solid which separates is collected by filtration, washed with water, dried at 110 C./0.1 mm. The yield of product melting at 260 C. dec. (uncorr.) is 7.663 g. (91.1%). This material is recrystallized from dimethylformamide-water (Darco G-60) affording colorless crystals melting at 264 C. dec. (uncorr.) in a yield of 5.110 g. (60.8%). Analysis for: C6 H8 N4 S; Calculated: C, 42.83; H, 4.79; N, 33.32; S, 19.06; Found: C, 42.79; H, 4.83; N, 33.34; S, 19.19.

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, 698-29-3, 4-Amino-2-methylpyrimidine-5-carbonitrile.

Reference:
Patent; American Home Products Corporation; US4323681; (1982); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 5767-35-1, 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. 5767-35-1, name is 4-Chloro-6-hydrazinopyrimidine. A new synthetic method of this compound is introduced below.

A solution of 4-chloro-6-hydrazinylpyrimidine (2.00 g, 13.8 mmol) and ethyl 2,4-dioxopentanoate (2.19 g, 13.8 mmol) in ethanol (40 ml) was refluxed overnight. After cooling to room temperature a precipitate was formed which was filtered and dried to afford 2.25 g (61% yield) of the desired product. The filtrate was processed further to yield the regioisomeric product. LC-MS (method 11): Rt = 1.33 min; MS (ESIpos): m/z = 267 [M+H]+ 1H-NMR (600MHz, DMSO-d6): delta [ppm] : 1.32 (t, 4H), 4.34 (q, 3H), 6.88 (d, 1H), 8.02 (d, 1H), 9.05 (d, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5767-35-1, 4-Chloro-6-hydrazinopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; GIESE, Anja; KLAR, Juergen; EHRMANN, Alexander; WILLWACHER, Jens; ENGEL, David; DIESKAU, Andre Philippe; KAHNERT, Antje; GROMOV, Alexey; SCHMECK, Carsten; LINDNER, Niels; MUeLLER, Thomas; ANDREEVSKI, Anna Lena; DREHER, Jan; COLLINS, Karl; (861 pag.)WO2018/69222; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.145783-15-9, name is 4,6-Dichloro-2-(propylthio)pyrimidin-5-amine, molecular formula is C7H9Cl2N3S, molecular weight is 238.14, as common compound, the synthetic route is as follows.Computed Properties of C7H9Cl2N3S

Compound (1-a?) (524 mg, 2.2 mmol), compound (2?) (703 mmg, 2.4 mmol) and NaHCO3 (203 mg, 2.4 mmol) were added to DMF (25 ml). Under the nitrogen atmosphere, the mixture was stirred for 12-15 h at 90-95 C. The reaction was monitored by TLC. After completion, H2O (110 ml) and CH2Cl2 (110 ml) were added to the mixture and then stirring for 30 min. Then the aqueous and organic layers were separated. The CH2Cl2 was washed to neutral with H2O (25 ml*3). The organic layer was dried with anhydrous sodium sulfate, and then filtered. The CH2Cl2 layer was removed by distillation at reduced pressure to obtain crude product (compound (1-c?). The crude product was crystallized from a mixture of dichloromethane and petroleum ether to obtain a white solid (933 mg, yield 79.0%). HPLC purification is above 98%. 1HNMR (400 MHz, CDCl3) delta: 7.31-7.34 (m, 5H), 6.79 (b, 2H), 5.36 (s, 2H), 4.60-4.72 (m, 2H), 4.51-4.53 (m, 1H), 3.94 (d, J=7.6 Hz, 1H), 3.64-3.80 (m, 3H), 3.63-3.64 (m, 1H), 3.02-3.22 (m, 2H), 2.31-2.33 (m, 1H), 1.93-1.94 (m, 1H), 1.72-1.82 (m, 2H), 1.08 (t, J=7.6 Hz, 3H). MS (m/z): [M+H]+=495.15.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,145783-15-9, 4,6-Dichloro-2-(propylthio)pyrimidin-5-amine, and friends who are interested can also refer to it.

Reference:
Patent; BRIGHTGENE BIO-MEDICAL TECHNOLOGY (SUZHOU) CO., LTD; YUAN, Jiandong; JIANG, Qiao; LI, Xiang; US2015/322071; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 956034-07-4, name is 2,4-Dichlorofuro[3,2-d]pyrimidine, molecular formula is C6H2Cl2N2O, 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. Safety of 2,4-Dichlorofuro[3,2-d]pyrimidine

Weigh 4-hydroxy-3,5-dimethylbenzonitrile (1.5 g, 10 mmol)And potassium carbonate (1.7 g, 12 mmol) in 30 mL of DMF,Stir at room temperature for 15 minutes.Then 2,4-dichlorofuro[3,2-d]pyrimidine 1 (1.9 g, 10 mmol) was addedStirring was continued for 2 h at room temperature (TLC detection was completed).Wait for a lot of white solids to form,Slowly add 100mL of ice water to it.filter,Vacuum drying,Recrystallization from ethanol gave Intermediate 5.White solid,Yield 96%,

With the rapid development of chemical substances, we look forward to future research findings about 956034-07-4.

Reference:
Patent; Shandong University; Liu Xinyong; Kang Dongwei; Zhan Peng; Fang Zengjun; Wang Zhao; (11 pag.)CN108586471; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 374930-88-8, 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 374930-88-8, name is tert-Butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Step 2: ferf-Butyl 4-(5-cyanopyrimidin-2-yl)piperazine-l -carboxylate; Into a 200 mL pressure flask equipped with a magnetic stir bar was added tert- butyl 4-(5-bromopyrimidin-2-yl)piperazine-l-carboxylate (5.0 g, 14.6 mmol) and DMF (73 mL). Copper(I) cyanide (2.6 g, 29.0 mmol) was added and the flask was sealed and heated to 140 0C for 19 h. The reaction mixture was diluted with water (100 mL) and EtOAc (75 mL) and filtered through a short plug of celite on a sintered glass funnel under vacuum. The filtrate was poured into a 250 mL separatory funnel containing water (50 mL) and the aqueous layer was extracted with EtOAc (3 x 75 mL). The combined organic layers were washed with brine, dried over MgSO4, filtered and concentrated under reduced pressure. Purification by column chromatography through silica gel, eluting with 0% EtOAc in hexanes to 40% EtOAc in hexanes as a gradient provided the desired compound. MS (ESI, Q+) m/z 312 (M + Na).

According to the analysis of related databases, 374930-88-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK FROSST CANADA LTD.; ISABEL, Elise; LACHANCE, Nicolas; LECLERC, Jean-Philippe; LEGER, Serge; OBALLA, Renata, M.; POWELL, David; RAMTOHUL, Yeeman, K.; ROY, Patrick; TRANMER, Geoffrey, K.; ASPIOTIS, Renee; LI, Lianhai; MARTINS, Evelyn; WO2010/94126; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1032452-86-0, 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. 1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole. A new synthetic method of this compound is introduced below.

GB012 (0.5g, 2.06mmol) and 2-methoxy-5-nitroaniline (0.347g, 2.06mmol) were dissolved in 2-pentanol (20mL), p-toluenesulfonic acid monohydrate ( 0.471g, 2.5mmol), then heated to 105 , reacted for 2.5 hours, and finally cooled to room temperature. It was suction filtered, and the filter cake was washed with 2-pentanol (5 mL) and dried to obtain GB104 (0.37 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1032452-86-0, its application will become more common.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhao Yujun; Guo Dexiang; Yan Ziqin; (89 pag.)CN108069939; (2020); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 313339-35-4, 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. 313339-35-4, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid, molecular formula is C6H4Cl2N2O2S, 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.

Reference Example 70 Production of ethyl 4,6-dichloro-2-(methylsulfanyl)pyrimidine-5-carboxylate To a solution of the compound of Reference Example 69 (4.02 g, 18 mmol), amidosulfuric acid (3.50 g, 36 mmol), tert-butanol (72 mL), THF (72 mL) and water (36 mL) was added a solution of sodium chlorite (2.03 g, 18 mmol) in water (36 mL) at -10C, and the mixture was stirred for 10 min. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed successively with 1% aqueous sodium thiosulfate solution and brine, dried over magnesium sulfate, and concentrated under reduced pressure to give 4,6-dichloro-2-(methylsulfanyl)pyrimidine-5-carboxylic acid as a crude product. To a solution of this crude product in THF (50 mL) were added oxalyl chloride (2.36 mL, 27 mmol) and DMF (1 drop), and the mixture was stirred at room temperature for 1 hr. Water was added thereto, and the mixture was extracted twice with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. To the residue were added ethanol (50 mL) and triethylamine (3.76 mL, 27 mmol), and the mixture was stirred at room temperature for 2 hr. The reaction mixture was concentrated under reduced pressure, aqueous sodium hydrogen carbonate solution was added thereto, and the mixture was extracted twice with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluate, hexane:ethyl acetate=99:1?90:10) to give the title compound (3.28 g, 68%) as a pale-yellow oil. 1H NMR (300 MHz, CDCl3) delta:1.41 (3 H, t, J = 7.2 Hz), 2.59 (3 H, s), 4.45 (2 H, q, J = 7.1 Hz).

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 313339-35-4, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2471793; (2012); 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. 2802-62-2, name is 4,6-Difluoropyrimidine. A new synthetic method of this compound is introduced below., Application In Synthesis of 4,6-Difluoropyrimidine

To a mixture of 1-[(1S,1R)-1-(4-fluoro-phenyl)-ethyl]-piperazine, Example 2(b), (0.50 g, 2.4 mmol) and 4,6-difluoropyrimidine (0.28 mL, 2.4 mmol, ABCR) in DMF (8 mL) was added cesium carbonate (2.3 g, 7.2 mmol) with stirring at 0 C. The reaction mixture was stirred at 0 C. for 20 min, diluted with H2O (20 mL) and extracted with DCM (2×40 mL). The combined organic extracts were washed with H2O (2×40 mL), dried over Na2SO4 and filtered. The filtrate was evaporated and the residue was dried in vacuo to yield the title compound. MS (ESI, pos. ion.) m/z: 305 (M+1)

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, 2802-62-2, 4,6-Difluoropyrimidine.

Reference:
Patent; Wang, Hui-Ling; Balan, Chenera; Doherty, Elizabeth M.; Falsey, James R.; Gore, Vijay Keshav; Katon, Jodie; Norman, Mark H.; US2005/176726; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 91717-22-5, 2-Amino-4-piperidino-6-methylpyrimidine, 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, 91717-22-5, blongs to pyrimidines compound. Quality Control of 2-Amino-4-piperidino-6-methylpyrimidine

General procedure: Briefly, 4-methyl-6-(piperidin-1-yl)pyrimidin-2-amine 1 (0.30 mmol), benzaldehyde 2a (0.30 mmol), 10 equiv of dimethyl malonate 3a (3 mmol), and chiral catalyst Q4(10 mol%) were added to capped vials at 60C and stirred for 36 h. After completion of the reaction, as observed by TLC, the mixture was directly purified by column chromatography on silica gel (EtOAc/hexane=8:1), affording the product (R)-4a. However, the product (S)-4a was obtained using the Q5 catalyst. Enantiomeric excess of the product was determined by HPLC analysis using a Chiralpak IA column.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,91717-22-5, its application will become more common.

Reference:
Article; Bai, Song; Liu, Shan; Zhu, Yunying; Zhao, Kunhong; Wu, Qin; Synlett; vol. 29; 14; (2018); p. 1921 – 1925;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia