Pyrimidines

Adding a certain compound to certain chemical reactions, such as: 67434-65-5, 4-Chloro-5,6-dimethylpyrimidine, 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, COA of Formula: C6H7ClN2, blongs to pyrimidines compound. COA of Formula: C6H7ClN2

To a solution of 4-chloro-5,6-dimethylpyrimidine D8 (0.18 g, 1.26 mmol) in dry toluene (4 ml) were added sodium t-butoxyde (0.17 g, 1.77 mmol), Pd2(dba)3 (0.12 g, 0.13 mmol), BINAP (0.24 g, 0.38 mmol) and benzophenone imine (0.25 ml, 1.51 mmol). The resulting mixture was degassed (3 x pump/N2) and then heated to 80 0C. After 1 h stirring, the mixture was cooled down to room temperature, diluted with Et2O (100 ml) and filtered through a celite pad. Volatiles were evaporated, the resulting oil was dissolved in THF (20 ml) and HCl (3 M aqueous solution, 0.63 ml, 1.89 mmol) was added. The mixture was stirred at room temperature for 3 h, concentrated under reduced pressure, neutralized with a saturated NaHCO3 aqueous solution and diluted with DCM (50 ml). The inorganic layer was back-extracted with DCM (2 x 50 ml). The collected organic layers were passed through a phase separator tube and evaporated. The orange solid residue was triturated several times with Et2O and dried to afford the title compound D9 (0.067 g, 0.54 mmol, 42% yield). 1H NMR (400 MHz, CDCl3) delta(ppm): 8.38 (s, 1 H), 4.78 (bs, 1 H), 2.43 (s, 3 H), 2.08 (s, 3 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,67434-65-5, 4-Chloro-5,6-dimethylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/3997; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 115581-36-7 ,Some common heterocyclic compound, 115581-36-7, molecular formula is C5H5ClN2S, 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 solution of 80 mg (0.50 mmol) of 2-chloro-5-methylthiopyrimidine, which was prepared by a method similar to that of Reference Example 36, in 2.5 ml of dichloromethane, 264 mg (1.0 mmol) of 3-chloro-perbenzoic acid (purity: 65%) was added, and the reaction solution was stirred at room temperature for 90 minutes. After completion of the reaction, saturated sodium hydrogencarbonate aqueous solution was added to the reaction solution and the reaction solution was extracted with dichloromethane. The organic layer was washed with 1.5 mol/L sodium sulfite aqueous solution and dried with anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure. The obtained residue was subjected to silica gel column chromatography [n-hexane/ethyl acetate=70/30-40/60 (V/V)] and the fraction including the desired compound was concentrated under reduced pressure to provide 80 mg of the title compound as a white solid (yield: 82%). 1H-NMR spectrum (500 MHz, CDCl3) delta ppm: 9.11 (2H, s), 3.19 (3H, s).

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. 115581-36-7, 2-Chloro-5-(methylthio)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UBE INDUSTRIES, LTD.; DAIICHI SANKYO COMPANY, LIMITED; Nakamura, Tsuyoshi; Namiki, Hidenori; Terasaka, Naoki; Shima, Akiko; Hagihara, Masahiko; Iwase, Noriaki; Takata, Katsunori; Kikuchi, Osamu; Tsuboike, Kazunari; Setoguchi, Hiroyuki; Yoneda, Kenji; Sunamoto, Hidetoshi; Ito, Koji; US2013/109653; (2013); A1;,
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Pyrimidine – Wikipedia

Application of 1780-26-3, Adding some certain compound to certain chemical reactions, such as: 1780-26-3, name is 2-Methyl-4,6-dichloropyrimidine,molecular formula is C5H4Cl2N2, 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 1780-26-3.

A suspension of compound 16 (4.0 g, 23.2 mmol) and Cs2CO3 (15.14 g, 46.5 mmol) in 116 ml DMF were stirred at 0 C, compound 12 (5.68 g, 34.8 mmol) were added to the mixture in portion. The reaction mixture was stirred at 0 for 5 min , then stirred at room temperature for 8 h. The suspension was poured into 580 ml ice-water and fiercely stirred about 30 min to give a precipitate. The precipitate was ltered and washed with water and ethyl acetate, then dried under vacuum to aord the desired compound 17 (5.67 g, 82%) as a light yellow solid. 1H-NMR (400 MHz, DMSO-d6): delta 12.38 (s, 1H), 8.15 (s, 1H), 6.95 (s ,1H), 4.30 (q, J = 7.2 HZ, 2H), 2.60 (s, 3H), 1.30 (t, J = 7.2 HZ, 3H).

According to the analysis of related databases, 1780-26-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Li, Hui-ying; He, Ding-Di; Zhao, Xiu-Juan; Sun, Tong-Yan; Zhang, Quan; Bai, Cui-Gai; Chen, Yue; Bioorganic and Medicinal Chemistry Letters; vol. 28; 4; (2018); p. 700 – 706;,
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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.6693-08-9, name is 2,4,6-Trichloro-5-fluoropyrimidine, molecular formula is C4Cl3FN2, molecular weight is 201.4136, as common compound, the synthetic route is as follows.Formula: C4Cl3FN2

2,6-Dichloro-5-fluoro-Lambda/-(l-methyl-lH-imidazol-4-yl)pyrimidin-4-amine l-Methyl-4-nitro-lH-imidazole (Intermediate 5, 500 mg, 3.93 mmol) was dissolved in ethanol (6.771 mL) and Pd/C (10 wt%, Degussa, 105 mg, 0.10 mmol) was added. The reaction was subjected to 1 atm of hydrogen for 3 hours. TLC indicated that the reaction was completed, and the reaction mixture was filtered through Celite. The filtrate was cooled to 00C and TEA (1.097 mL, 7.87 mmol) and 2,4,6-trichloro-5-fluoropyrimidine (obtained via the procedure described in PCT Pub. No. WO2008/132502, 792 mg, 3.93 mmol) were added. The reaction was allowed to warm to room temperature slowly overnight. The reaction mixture was filtered providing the title compound as a yellow solid (820 mg) with 95% purity. LCMS: 263 [M+Eta]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6693-08-9, 2,4,6-Trichloro-5-fluoropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; ALMEIDA, Lynsie; CHUAQUI, Claudio, Edmundo; GUAN, Amy; IOANNIDIS, Stephanos; LAMB, Michelle; PENG, Bo; SU, Qibin; WO2010/20810; (2010); A1;,
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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 3435-28-7, name is 6-Methylpyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C5H7N3

A mixture of 3-[3,5-dichloro-4-(4-chlorothiazolo[5,4- c]pyridin-2-yl)-phenyl]-azetidine-l-carboxylic acid ferf-butyl ester (0.106 g, 0.225 mmol), 6- methylpyrimidin-4-ylamine (0.024 g, 0.248 mmol), XantPhos (0.013 g, 0.023 mmol), Pd2(dba)3 (0.010 g, 0.0113 mmol) and CS2CO3 (0.147 g, 0.45 mmol) in dioxane (2 mL) was degassed with a stream of argon. The reaction mixture was heated at 85 C for 18 hours. Additional Pdi(dba)3 (0.005 g), XantPhos (0.007 g) and 6- methylpyrimidin-4-ylamine (0.006 g) were added and the mixture was heated at 85 C for 18 hours. After cooling to room temperature, the crude reaction mixture was filtered through Celite and the filtrate was concentrated under reduced pressure. The resultant residue was purified by column chromatography on silica gel eluting with 0-90% EtOAc in petroleum ether to afford the title compound as a pale yellow glass (64 mg, 52% yield). NMR (400 MHz, CDC13): delta 8.71 (s, 1H), 8.45 (d, J = 5.7 Hz, 1H), 8.15 (s, 1H), 7.76 (d, J = 5.6 Hz, 1H), 7.51-7.41 (m, 3H), 4.39 (t, J = 8.7 Hz, 2H), 4.02-3.92 (m, 2H), 3.80-3.70 (m, 1H), 2.56 (s, 3H), 1.48 (s, 9H).

With the rapid development of chemical substances, we look forward to future research findings about 3435-28-7.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BLENCH, Toby; ELLWOOD, Charles; GOODACRE, Simon; LAI, Yingjie; LIANG, Jun; MACLEOD, Calum; MAGNUSON, Steven; TSUI, Vickie; WILLIAMS, Karen; ZHANG, Birong; WO2012/35039; (2012); A1;,
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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 944901-04-6, name is (2-Methoxypyrimidin-4-yl)methanamine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

A solution of 2-methoxy-pyrimidin-4-yl-methylamine (200 mg) and DIPEA (928mg) in DCM (10ml) was cooled to about 00C and a solution of 5-cyclopentyloxybenzene- sulfonylchloride (356mg) in DCM (10ml) was slowly added. After stirring for 14h, the crude product was adsorbed to silica and purified by means of column chromatography and the title compound obtained as a white solid (30%). Melting point: 11 10C.

With the rapid development of chemical substances, we look forward to future research findings about 944901-04-6.

Reference:
Patent; BASF SE; WO2009/141291; (2009); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1189169-37-6, 1-(5-Bromopyrimidin-2-yl)ethanone, 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, Recommanded Product: 1-(5-Bromopyrimidin-2-yl)ethanone, blongs to pyrimidines compound. Recommanded Product: 1-(5-Bromopyrimidin-2-yl)ethanone

At -78 C, n-butyllithium (2.5 M, 0.294 mL, 0.735 mmol) was added to a THF (7.35 mL) solution containing Example 369.0. The resulting mixture was stirred 30 mm at -78 C. Next, a THF solution of 1-(5-bromopyrimidin-2-yl)ethanone (0.208 g, 1.04 mmol) was added at -78C. The reaction was continued at -78 C and allowed to slowly warm to room temp and stirred overnight. The reaction was then quenched with a saturated solution of NH4C1 and extracted with EtOAc (3×1 00 mL). After concentration by solvent removal from the combined organic layers, the reaction was purified on silica eluting with a hexane/EtOAc gradient (0-100%). Desired fractions were then pooled and concentrated in vacuo. The material was then subjected to the reaction conditions described in Example 229.2 to deliver the desired compound. LCMS-ESI (pos.) m/z:695.0, 697.0 (M+H)t

The synthetic route of 1189169-37-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; BROWN, Matthew; CHEN, Ning; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEIGNAN, Jeffrey; DRANSFIELD, Paul John; DU, Xiaohui; FU, Zice; HARVEY, James S.; HEATH, Julie Anne; HEUMANN, Lars V.; HOUZE, Jonathan; KAYSER, Frank; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; MEDINA, Julio C.; MIHALIC, Jeffrey T.; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; WANSKA, Malgorzata; YEH, Wen-Chen; (815 pag.)WO2018/97944; (2018); A1;,
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Application of 1211443-61-6, 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 1211443-61-6, name is 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide. This compound has unique chemical properties. The synthetic route is as follows.

Preparation of 3-[6-(7-Cyclopentyl-6-dimethylcarbarnoyl-7H-pyrrolo[2,3-d]pyrirri.d.n-2- ylamino)-pyridazine-3-carbonyl]-3,8-diaza-bicyclo[3.2.1 ]octane-8-carboxylic acid tert- butyl ester. In a 4 mL microwave vial 2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine- 6-carboxylic acid dimethylarnide (98 mg, 0.336 mmol), 3-(6-amino-pyridazine-3- carbonyl)-3,8-dtaza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester (112 mg, 0.336 mmol), BINAP (10.5 mg, 0.017 mmol), Cs2C03 (164 mg, 0.504 mmol) and Pd(OAc)z (3.8 mg, 0.017 mmol) were added together. The tube was capped and then purged with N2 three times. Dioxane (1.68 mL) was added and the capped tube was heated to 120C for 20 min in a microwave reactor. After cooling the reaction mixture was diluted with heptane resulting in the crude product precipitating out. The crude product was isolated by filtration, re-suspended in water and subjected to vigorous stirring and sonication. After re-isolating by filtration the product was purified by normal phase silicachromatography with a 0 to 20% eOH/EtOAc gradient which gave a light tan solid (115 mg, 0.195 mmol). MS m/z 590.6 (M+H)+.

According to the analysis of related databases, 1211443-61-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; BRAIN, Christopher, Thomas; CHO, Young Shin; GIRALDES, John, William; LAGU, Bharat; LEVELL, Julian; LUZZIO, Michael; PEREZ, Lawrence, Blas; WANG, Yaping; YANG, Fan; WO2011/101409; (2011); A1;,
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Pyrimidine – Wikipedia

Reference of 36082-50-5, Adding some certain compound to certain chemical reactions, such as: 36082-50-5, name is 5-Bromo-2,4-dichloropyrimidine,molecular formula is C4HBrCl2N2, 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 36082-50-5.

General procedure: Heteroaryl chloride (1.0 eq), the corresponding amino alcohol (1.1 eq) and triethylamine (1.5 eq), were dissolved in n-BuOH (1 mL). The resulting reaction mixture was degassed with argon and irradiated in a commercial microwave apparatus at 125 C (30 W) for 1 h. Upon completion the solvent was removed under reduced pressure. The residue was purified by flash column chromatography (methanol : dichloromethane; 1:9) to afford the title compound.

According to the analysis of related databases, 36082-50-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Gill, Daniel M.; Iveson, Matthew; Collins, Ian; Jones, Alan M.; Tetrahedron Letters; vol. 59; 3; (2018); p. 238 – 242;,
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. 36847-10-6, name is 4,6-Dibromopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. name: 4,6-Dibromopyrimidine

35.7g in a dry 2L three-necked flask 4.6-dibromopyrimidine and 27.9 g 3-aminobiphenyl, Then dry and degassed 800 mL of toluene was added as a solvent. Add 43.2g of sodium tert-butoxide, 0.67g catalyst palladium acetate (2% mol) and 3.7g Ligand 1,1′-binaphthyl-2,2′-bisdiphenylphosphine (BINAP, 4% mol). The temperature was raised to 110C and the reaction ended overnight. Cool to room temperature, add activated carbon adsorption, suction filtration, remove solvent, Recrystallization from toluene and ethanol, 33.3 g of intermediate K was obtained (yield 68%).

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, 36847-10-6, 4,6-Dibromopyrimidine.

Reference:
Patent; Nanjing Gao Guang Semiconductor Materials Co., Ltd.; Jin Zhenyu; Qian Chao; Gao Penghui; Wang Xiaowei; (62 pag.)CN107686484; (2018); A;,
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Pyrimidine – Wikipedia