Tag: M.W=300-400

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. 830346-47-9, name is 1-(2-Fluoro-6-(trifluoromethyl)benzyl)-6-methylpyrimidine-2,4(1H,3H)-dione, molecular formula is C13H10F4N2O2, 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. Quality Control of 1-(2-Fluoro-6-(trifluoromethyl)benzyl)-6-methylpyrimidine-2,4(1H,3H)-dione

Step 1D: Preparation of 5-bromo-1-[2-fluoro-6-(trifluoromethyl)benzyl]-6- methylpyrimidine-2,4 (1H,3H)-dione 1-1; Bromine (16.5 mL, 0.32 mmol) was added to 1-[2-fluoro-6- (trifluoromethyl)benzyl]-6-methylpyrimidine-2,4(IH,3H)-dione 1c (48.5 g, 0.16 mol) in 145 mL of acetic acid. The resulting mixture became clear then formed precipitate within an hour. After 2 hours stirring, the yellow solid was filtered and washed with cold EtOAc to an almost white solid. The filtrate was washed with sat. NaHC03 and dried over Na2S04. Evaporation gave a yellow solid which was washed with EtOAC to give a light yellow solid. The two solids were combined to give 59.4 g of 1-1 (0.156 mol) total. 1H NMR (CDC13) No. 2.4 (3H, s), 5.48 (2H, s), 7.25 – 7.58 (3H, m), 8.61 (1H, s) ; MS (CI) m/z 380.9 (MH+).

With the rapid development of chemical substances, we look forward to future research findings about 830346-47-9.

Reference:
Patent; NEUROCRINE BIOSCIENCES, INC.; WO2005/113516; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 213745-17-6, 4-Chloro-7-cyclopentyl-5-iodo-7H-pyrrolo[2,3-d]pyrimidine, 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, SDS of cas: 213745-17-6, blongs to pyrimidines compound. SDS of cas: 213745-17-6

To a pressure tube with dioxane (5 mL) was added 4-Chloro-7-cyclopentyl-5-iodo-7H- pyrrolo [2, 3-D] PYRIMIDINE, then ammonia hydroxide (5 mL). The pressure tube was sealed and heated at 120C overnight. All solvents were removed via reduced pressure, and the residue were purified through flash COLUMN (METHYLENE CHLORIDE/METHANOL : 97/3). The product was obtained as a white solid (300 mg, 92%). MS: 329.1 (MH+); HPLC Rf: 5.018 min.; HPLC purity: 99%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,213745-17-6, 4-Chloro-7-cyclopentyl-5-iodo-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2004/56830; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 259809-79-5, 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.259809-79-5, name is tert-Butyl 7,8-dihydro-2-(methylsulfonyl)pyrido[4,3-d]pyrimidine-6(5H)-carboxylate, molecular formula is C13H19N3O4S, molecular weight is 313.3727, as common compound, the synthetic route is as follows.

Stage 4: tert-Butyl 2-(dimethylamino)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylateA mixture of tert-butyl 2-(methylsulfonyl)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate (2.8 g, 8.95 mmol, 1.0 eq.), dimethylamine HCl (1.09 g, 13.42 mmol, 1.5 eq.) and DIPEA (4.37 ml, 25.56 mmol, 4.0 eq.) in NMP (6.5 ml) was stirred for 1 hour at 130° C. in a microwave.The reaction mixture was diluted with water (100 ml) and extracted with ethyl acetate (2*150 ml).The combined org.phases were washed with sat. NaCl solution (200 ml), dried over sodium sulfate, concentrated under reduced pressure and purified by column chromatography (silica gel, 18percent ethyl acetate in hexane). Yield: 78percent (1.95 g, 7.01 mmol)

The chemical industry reduces the impact on the environment during synthesis 259809-79-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GRUENENTHAL GmbH; US2012/71461; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 29133-99-1, 4,6-Dichloro-2,5-diphenylpyrimidine, 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, Product Details of 29133-99-1, blongs to pyrimidines compound. Product Details of 29133-99-1

Under N2, to the solution of cinchonidine (294.4 mg, 1.0 mmol) and 4,6-dichloro-2,5-diphenylpyrimidine (301.3 mg, 1.0 mmol) in PhMe (20 mL) was added powdered KOH (840.0 mg, 15 mmol) portionwise. The suspension was heated to 90 C. for 10 mins and then refluxed for another 50 mins. Then the resulting mixture was cooled down to room temperature and diluted with water (10 mL). The organic layer was separated. Next the aqueous layer was extracted with CH2Cl2 (10 mL×3). The combined organic extracts were washed with brine (20 mL), dried over Na2SO4 and concentrated under vacuum. The yellow residue was applied to column (CH2Cl2/MeOH=100/1 to 10/1) to afford CD-S1 as a white solid (462.5 mg, 83% yield). [alpha]D20=+164.8 (c=0.46, CHCl3). 1H NMR (400 MHz, CDCl3) delta 8.84 (d, J=4.5 Hz, 1H), 8.28 (d, J=8.4 Hz, 1H), 8.17 (d, J=8.3 Hz, 1H), 7.90 (d, J=7.4 Hz, 2H), 7.79 (t, J=7.6 Hz, 1H), 7.68 (t, J=7.6 Hz, 1H), 7.57 (t, J=7.2 Hz, 2H), 7.53-7.44 (m, 3H), 7.35-7.28 (m, 2H), 7.18 (t, J=7.7 Hz, 2H), 7.03 (d, J=3.5 Hz, 1H), 5.72-5.58 (m, 1H), 4.88 (t, J=13.4 Hz, 2H), 3.20-3.12 (m, 1H), 3.12-2.97 (m, 2H), 2.67-2.51 (m, 2H), 2.18 (s, 1H), 1.65 (d, J=2.6 Hz, 1H), 1.54 (dd, J=16.4, 9.5 Hz, 2H), 1.23 (dd, J=15.1, 8.2 Hz, 1H), 1.10-0.94 (m, 1H). 13C NMR (100 MHz, CDCl3) delta 166.4, 162.7, 150.1, 148.6, 145.8, 141.8, 135.6, 132.1, 131.3, 130.8, 130.1, 129.5, 128.7, 128.7, 128.4, 128.3, 127.1, 125.6, 123.2, 118.9, 117.6, 114.5, 78.2, 59.9, 57.4, 43.4, 39.9, 27.8, 27.2, 22.3; IR (CHCl3) v 2942, 2868, 1568, 1516, 1406, 1288, 1216, 1069, 1019, 993, 844, 756, 699 cm-1. HRMS (ESI/[M+H]+) Calcd. for C35H32N4OCl m/z 559.2265, found m/z 559.2263.

The synthetic route of 29133-99-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRANDEIS UNIVERSITY; WU, YONGWEI; DENG, LI; (65 pag.)US2020/48243; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 946161-16-6 ,Some common heterocyclic compound, 946161-16-6, molecular formula is C12H17ClN4O4, 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 mixture of 5 (20.0 g, 63.1 mmol) and reduced iron (14.1 g, 253 mmol) in toluene (100 mL) were added AcOH (1.14 g, 18.9 mmol) and H2O (10 mL) in this order, and the mixture was stirred at 70-80 C for 3 h under N2 atmosphere. To the mixture was added 6 M HCl (100 mL) with vigorous stirring, and the mixture was stirred at 70-80 C for 1 h. After cooling to room temperature, the mixture was filtered and insoluble matter was washed with H2O (40 mL) and EtOAc (40 mL). To the combined filtrate were added EtOAc (160 mL) and H2O (60 mL), and the layers were separated. The aqueous layer was extracted with EtOAc (2 * 200 mL), and the combined organic layer was washed with 10% aqueous NaCl (2 * 100 mL) and saturated aqueous NaHCO3 (200 mL). The organic layer was concentrated in vacuo until the weight of the mixture became approximately 60 g. EtOH (100 mL) was added and the mixture was concentrated in vacuo until the weight of the mixture became approximately 60 g. EtOH (100 mL) was added and the mixture was concentrated in vacuo again until the weight of the mixture became approximately 60 g. To the resulting mixture was added EtOH (20 mL), and H2O (90 mL) was added dropwise. The mixture was cooled to 0-10 C and stirred for 1 h, and then filtrated. Wet solids were washed with EtOH/H2O (1:2, 40 mL) and dried in vacuo at 50 C to give 6 (12.7 g, 80%) as a white solid. Mp 200-201 C; 1H NMR (600 MHz, CDCl3) delta 0.94 (t, J = 7.6 Hz, 3H), 1.37 (d, J = 6.8 Hz, 3H), 1.41 (d, J = 6.8 Hz, 3H), 1.81 (dt, J = 14.5, 7.5 Hz, 1H), 1.99 (ddd, J = 14.5, 7.5, 3.0 Hz, 1H), 4.28 (dd, J = 7.4, 3.2 Hz, 1H), 4.59 (spt, J = 6.8 Hz, 1H), 7.71 (s, 1H), 9.80 (br s, 1H); 13C NMR (151 MHz, CDCl3) delta 8.6, 19.8, 20.9, 27.7, 49.2, 58.6, 117.8, 139.1, 151.9, 154.4, 165.8; IR (ATR) 3229, 2964, 1692, 1655, 1604, 1476, 1410, 1365, 1269, 1237, 1194, 1155, 1127, 1088, 1002, 932, 773, 688, 558, 411, 401 cm-1; HRMS (ESI): [M+H]+ calcd for C11H16ClN4O, 255.1007; found, 255.1007. Optical purity: 99.4% ee (chiral HPLC condition B).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 946161-16-6, (R)-Methyl 2-((2-chloro-5-nitropyrimidin-4-yl)(isopropyl)amino)butanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ishimoto, Kazuhisa; Nakaoka, Keiichiro; Yabe, Osamu; Nishiguchi, Atsuko; Ikemoto, Tomomi; Tetrahedron; vol. 74; 39; (2018); p. 5779 – 5790;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1254710-16-1, 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 1254710-16-1, name is 8-Bromo-7-chloro-2-phenyl-[1,2,4]triazolo[1,5-c]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A sealed round-bottomed flask was charged with 5 (0.5 mmol),Pd(PPh3)2Cl2 (0.035 g, 0.05 mmol, 0.1 equiv), vinylmagnesiumchloride (0.7 M in THF, 1.1 mmol, 1.5 mL), and THF (6 mL). Themixture was stirred at 70 C under N2 atmosphere for 2 h. The progressof the reaction was monitored by TLC (eluent: PE-EtOAc,8:1). After completion of the reaction, sat. aq NH4Cl (5 mL) wasadded, and extracted with EtOAc (3 × 50 mL). After removal of thesolvent under reduced pressure, the residue was subjected to columnchromatography on silica gel (eluent: PE-EtOAc, 12:1) to afford products 8.

According to the analysis of related databases, 1254710-16-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tang, Caifei; Wang, Chao; Li, Zhiming; Wang, Quanrui; Synthesis; vol. 46; 20; (2014); p. 2734 – 2746;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 252723-17-4, 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. 252723-17-4, name is 5-Bromo-4-chloro-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C12H7BrClN3O2S, 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.

METHOD M 7-Benzenesulfonyl-5-bromo-4-piperidin-1-yl-7H-pyrrolo[2,3-d]pyrimidine A mixture of 2.0 g (5.37 mmol) of the product from Method L and 1.1 grams (13.4 mmol) of piperidine in 10 mL of tert-butanol was heated with stirring at 60 C. for 2 hours. After cooling to room temperature, the reaction mixture was partitioned between dichloromethane (25 mL) and water (25 mL). The dichloromethane layer was dried over sodium sulfate (Na2SO4) and concentrated to dryness in vacuo affording 2.2 grams (97%) of the title compound. 1H NMR (400 MHz) (CDCl3)delta: 1.63-1.72 (m, 6H), 3.54-3.57 (m, 4H), 7.53 (t, 2H, J=2.0 Hz), 7.60 (s, 1H), 7.61 (t, 1H, J=2.0 Hz), 8.17-8.20 (m, 2H), 8.43 (s, 1H). LRMS: 422.7, 420.7 (M+1).

According to the analysis of related databases, 252723-17-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Inc.; US6635762; (2003); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 252723-16-3, 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. 252723-16-3, name is 7-Benzenesulfonyl-4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below.

Step 3To the solution of 4-cMoro-6-methyl-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidine(10 g, 32.5. mmol, 1.0 eq) in THF (400 mL), t-BuOK (18.23 g, 163.0 mmol, 5 eq) was added and stirred at RT for 12 h. Sat, MaHC03 (50 mL) was added and extracted with EtOAc. The organic layers were separated, dried and concentrated to afford 4-chloro-6-methyl-7H- pyrrolo[2,3-d]pyrimidine.as a brown solid (2.7 g, 50 % in yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,252723-16-3, its application will become more common.

Reference:
Patent; PRINCIPIA BIOPHARMA INC.; GOLDSTEIN, David Michael; BRAMELD, Kenneth Albert; WO2012/158795; (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. 862730-04-9, name is 3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine. A new synthetic method of this compound is introduced below., HPLC of Formula: C8H10IN5

Synthesis of 3-(1H-indol-4-yl)-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (BA91); A solution of 1H-indol-4-yl-4-boronic acid (40 mg, 0.25 mmol) in EtOH (1.65 ml) was added to a solution of 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (30 mg, 0.1 mmol) in DME (6 ml). Pd(PPh3)4 (30 mg, 0.03 mmol) and saturated Na2CO3 (0.95 ml) were added and the reaction was heated to 80 C. under an argon atmosphere overnight. After cooling, the reaction was extracted with saturated NaCl and CH2Cl2. Organic phases were combined, concentrated in vacuo and purified by RP-HPLC (MeCN:H2O:0.1% TFA) to yield BA91 (14.6 mg, 50% yield). ESI-MS (M+H)+ m/z calcd 293.1, found 293.1.

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, 862730-04-9, 3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine.

Reference:
Patent; Regents of the University of California; US2007/293516; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 153435-63-3, Adding some certain compound to certain chemical reactions, such as: 153435-63-3, name is 2-(Tributylstannyl)pyrimidine,molecular formula is C16H30N2Sn, 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 153435-63-3.

Example 31 Cpy rimidin-2-y 1 { 1 -[4-(trifluoromethoxy )phenyl] cy cl obutyl} methanol To a solution of n-butyllithium (0.48 mL, 1.2 mmol, 2.5 M in hexanes) was added 2-(tributylstannyl)pyrimidine (369 mg, 1.0 mmol) in THF (6.0 mL) under nitrogen atmosphere at -95 C ~ -100 C. After 45 minutes, Example 3 IB (244 mg, 1.0 mmol) was added at -95 C, and the resulting mixture was stirred for an additional 30 min and then warmed to room temperature for 10 min. Saturated aq. NH4C1 was added and the mixture was extracted with dichloromethane (30 mL), concentrated and purified by Prep-TLC (petroleum ether : ethyl acetate =15:1 to 10:1) to give the title compound (30 mg, yield 9.26%). H NMR (400 MHz, CDCI3): 8.58 (d, J=8Hz, 2H), 7.17 (t, J=4Hz, IH), 6.95 (d, J=8Hz, 2H), 6.81 (d, J=8Hz, 2H), 5.24 (s, IH), 3.53 (br, IH), 3.05-2.97 (m, IH), 2.86-2.79 (m, IH), 2.46-2.35 (m,2H), 2.23- 2.1 1 (m, IH), 1.96-1.86 (m,lH). LC-MS: m/z (M+H)+ 325.1.

According to the analysis of related databases, 153435-63-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD; BAYBURT, Erol, K.; CLAPHAM, Bruce; COX, Phil, B.; DAANEN, Jerome, F.; GOMTSYAN, Arthur; KORT, Michael, E.; KYM, Philip, R.; VOIGHT, Eric, A.; WO2012/19315; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia