Category: pyrimidines

Synthetic Route of 148550-51-0, 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. 148550-51-0, name is Ethyl 2-(methylsulfonyl)pyrimidine-5-carboxylate, molecular formula is C8H10N2O4S, 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.

General procedure: 60percent Sodium hydride (w/w) in mineral oil (0.0015 mol) was added to a mixture of appropriate III (0.001 mol) in THF (15 ml) under the condition of inert atmosphere using N2 flow at 5°C. The reaction mixture was kept for 1 h at room temperature. A solution of 2-(methylsulfonyl)-5-pyrimidinecarboxylic acid, ethyl ester (0.0015 mol) in THF (15 ml) was slowly added to reaction mixture. The resulting reaction mixture was stirred for 2-3 h at 5°C. The distilled water (20 ml) was added. The reaction mixture was extracted (10 ml x 3) with dichloromethane. The separated organic layer was dried over MgSO4, filtered, and the solvent was evaporated under reduced pressure to obtain crude product, recrytallized by ethyl acetate.

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 148550-51-0, Ethyl 2-(methylsulfonyl)pyrimidine-5-carboxylate.

Reference:
Article; Rajak, Harish; Agarawal, Avantika; Parmar, Poonam; Thakur, Bhupendra Singh; Veerasamy, Ravichandran; Sharma, Prabodh Chander; Kharya, Murli Dhar; Bioorganic and Medicinal Chemistry Letters; vol. 21; 19; (2011); p. 5735 – 5738;,
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Synthetic Route of 75833-38-4, Adding some certain compound to certain chemical reactions, such as: 75833-38-4, name is 2-Chloropyrimidine-4-carbonitrile,molecular formula is C5H2ClN3, 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 75833-38-4.

EXAMPLE 15 To a stirred solution of 3.0 g (21.5 mmole) of 2-chloro-4-cyanopyrimidine in 50 ml of ethanol was added 3.75 g (43 mmole) of morpholine. After stirring for 1.5 hours at about 20 C., the precipitate was separated by filtration, and washed with ethanol to provide yellow solid 4-cyano-2-(4-morpholino)pyrimidine. The structural assignment was confirmed by infrared and nuclear magnetic resonance spectral analyses.

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. 75833-38-4, 2-Chloropyrimidine-4-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Riker Laboratories, Inc.; US4478835; (1984); A;,
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Related Products of 347418-42-2, 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 347418-42-2, name is 4-Chloro-5-fluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

2,4-Dichloro-5-fluoropyrimidine (7, 0.37 g, 2.2 mmol), sodium carbonate (0.42 g, 4 mmol) dissolved in 1,4-dioxane/water (10 mL / 2 mL) Add bistriphenylphosphine palladium dichloride (Pd(PPh3)2Cl2, 0.033g, 0.048 mmol) under nitrogen, heat to 80 C, add 1-isopropyl-4-fluoro-6-borate A solution of the alcohol ester-1H-carbazole (6a, 0.5 g, 1.6 mmol) in 1,4-dioxane (10 mL). The reaction 80 4 hours, the reaction was cooled to room temperature, poured into ice water (50 mL), the precipitated white solid was filtered to give the residue, recrystallized from isopropanol, to give a white solid 8a (0.4 g, 81%).

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 347418-42-2, 4-Chloro-5-fluoropyrimidine.

Reference:
Patent; Hangzhou Bai Cheng Pharmaceutical Technology Co., Ltd.; Sheng Rong; Lou Jinfang; Zhang Fengmin; Luo Jin; Wu Lijun; Yang Huan; Jin Zewu; Xiong Xiaohong; Qian Yang; (32 pag.)CN110156754; (2019); A;,
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Reference of 696-82-2, 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. 696-82-2, name is 2,4,6-Trifluoropyrimidine, molecular formula is C4HF3N2, 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.

b) A mixture of compounds of the formulaewas prepared according to the art by the condensation of 2,4,6-trifluoropyhmidine and 2,4-diaminobenzenesulphonic acid and consists of an approximate 2:1 mixture of the positional isomers indicated

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 696-82-2, 2,4,6-Trifluoropyrimidine.

Reference:
Patent; DYSTAR COLOURS DEUTSCHLAND GMBH; EHRENBERG, Stefan; EBENEZER, Warren; HUTCHINGS, Michael; WO2010/57830; (2010); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1074-40-4, 4,6-Dichloro-2-methoxypyrimidine, 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: 4,6-Dichloro-2-methoxypyrimidine, blongs to pyrimidines compound. Recommanded Product: 4,6-Dichloro-2-methoxypyrimidine

To a solution of 5-methyl-6-(1-(oxetan-3-yl)piperidin-4-yl)-1 H-indazole (200 mg, 0.74 mmol) and 4,6-dichloro-2-methoxypyrimidinein (132 mg, 0.74 mmol) in DMF (30 mL)was added Cs2CO3 (720 mg, 2.21 mmcl). The reaction mixture was stirred at 50C for 2 h. The resulting mixture was diluted with water (100 mL) and extracted with EtOAc (2 x 100 mL). Thecombined organic layer was washed with water (3 x 100 mL) and brine (100 mL), dried over anhydrous Na2SO4, filtered and concentrated to give a residue. The residue was purified by silica gel column chromatography (PE:EtOAc = 1:2)to give the title compound (120 mg, yield: 40%) as a white solid.LC-MS [mobile phase: from 50% water (0.1% FA) and 50% ACN (0.1% FA) to 5% water (0.1%FA) and 95% ACN (0.1% FA) in 2.6 mm]: Rt = 0.801 mm; MS Calcd: 413, MS Found: 414 [M+ H].

The synthetic route of 1074-40-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; DING, Xiao; REN, Feng; SANG, Yingxia; XING, Weiqiang; ZHAN, Yang; ZHAO, Baowei; (357 pag.)WO2018/137593; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 38275-55-7, 5-Fluoropyrimidine-2-carbonitrile, 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, name: 5-Fluoropyrimidine-2-carbonitrile, blongs to pyrimidines compound. name: 5-Fluoropyrimidine-2-carbonitrile

Method 5; l-(5-Fluoropyrimidin-2-yl)ethanone; A round-bottom-flask containing 5-fluoropyrimidine-2-carbonitrile (Method 6, 1.50 g,12.19 mmol) was charged with anhydrous THF (30 ml) under N2. The solution was cooled to 0 0C, and a solution of MeMgBr (4.90 ml of a 3.0 M solution in ether, 14.62 mmol) was added dropwise. After 2 hours at 0 0C, the reaction mixture was quenched with ice water and extracted with EtOAc. The organic extract was washed with brine, dried over Na2SO4, and evaporated to dryness to give the title compound as an oil (0.778 g, yield 46%). GC-MS, 140 (M); 1HNMR (CDCl3) delta 8.65 (s, 2H), 2.65 (s, 2H).

The synthetic route of 38275-55-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/49041; (2007); A1;,
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Synthetic Route of 90905-31-0 ,Some common heterocyclic compound, 90905-31-0, molecular formula is C6H6N2OS, 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.

Step 1 To a solution of Intermediate 2 (400 mg, 1.39 mmol) in dry THF (10.0 mL) under nitrogen at -78 °C was added nBuLi (1.5 mL, 3.76 mmol, 2.7 eq.) dropwise and the solution stirred at -78 °C for 1h. 2-(methylsulfanyl)pyrimidine-5-carbaldehyde (236 mg, 1.53 mmol, 1.1 eq.) was dissolved in dry THF (2.0 mL) and then added. Reaction left at -78 °C for 45 minutes and was then quenched with water (~20 mL). Concentrated and then partitioned between EtOAc (30 mL) and water (30 mL). Organic phase was washed with water (30 mL) and brine (10 mL) before it was dried (MgS04), filtered and concentrated to give crude material (~520 mg), which was used in Step 2 without further purification, m/z: 441 .

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. 90905-31-0, 2-(Methylthio)pyrimidine-5-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; WOODHEAD, Andrew James; HAMLETT, Christopher Charles Frederick Hamlett; BESONG, Gilbert Ebai; CHESSARI, Gianni; CARR, Maria Grazia; MILLEMAGGI, Alessia; NORTON, David; SAALAU-BETHELL, Susanne Maria; WILLEMS, Hendrika Maria Gerarda; THOMPSON, Neil Thomas; HISCOCK, Steven Douglas; WO2013/64543; (2013); A1;,
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Reference of 138274-14-3, 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. 138274-14-3, name is 5-(Benzyloxy)-2-chloropyrimidine, molecular formula is C11H9ClN2O, 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 100 mL two-necked vial, 5-benzyloxy-2-chloropyrimidine 34b (0.50 g, 2.3 mmol), thiophene-3-boronic acid(0.44 g, 3.4 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (0.17 g, 0.23 mmol).After the addition, the reaction system was replaced three times with nitrogen. Toluene (20 mL), ethanol (10 mL) and aqueous sodium carbonate (5.2 mL, 10 mmol, 2 mol/L) were added under nitrogen. The reaction solution was then warmed to 80 C for 2 hours.The heating was stopped, and after the reaction solution was cooled to room temperature, the diatomaceous earth was suction filtered, and the filtrate was washed with water (10 mL) and saturated sodium chloride solution (10 mL).Dry over anhydrous sodium sulfate, concentrate by suction filtration, and the residue obtained was purified by silica gel column chromatography[Petroleum ether / ethyl acetate (v / v) = 10/1] purified,The title compound 42a (0.50 g, yield 82%)

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 138274-14-3, 5-(Benzyloxy)-2-chloropyrimidine.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Gu Zheng; Li Jianhao; Li Zheng; Wang Weihua; Tan Haoxiong; Wang Xuli; Cui Yunzeng; Xie Zeqiang; Zhang Yingjun; (101 pag.)CN109251166; (2019); A;,
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Electric Literature 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.

General procedure: To a suspension of 2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide (5) (586 mg, 2 mmol) in 20 mL 1,4-dioxane were added compound 3a-f, 3i-u(2 mmol), Pd(OAc)2 (11 mg, 0.05 mmol), BINAP (62 mg, 0.1 mmol) and Cs2CO3 (978 mg, 3 mmol) and the flask was purged with Ar. Then the flask was sealed and the mixture was heated for 12 h at 100. The reaction was cooled to rt, the solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography to obtain 4a-f, 4i-o, 4r-u.

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 1211443-61-6, 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide.

Reference:
Article; Li, Yongtao; Guo, Qingxiang; Zhang, Chao; Huang, Zhi; Wang, Tianqi; Wang, Xin; Wang, Xiang; Xu, Guangwei; Liu, Yanhua; Yang, Shengyong; Fan, Yan; Xiang, Rong; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3231 – 3237;,
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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.1683-75-6, name is 2-Amino-4-chloro-5-fluoropyrimidine, molecular formula is C4H3ClFN3, molecular weight is 147.54, as common compound, the synthetic route is as follows.Formula: C4H3ClFN3

[00306] A mixture of 4-chloro-5-fluoropyrimidin-2-amine (3) (O. lg, 0.64 mmol) and 3,4- dichlorophenyl isocyanate (0.24g, 1.29 mmol) in dioxane (3 mL) was heated overnight at 90 C. The mixture was chromatographed in 0-60% ethyl acetate in hexanes to afford the title product (167). (75mg, 35%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1683-75-6, 2-Amino-4-chloro-5-fluoropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; CURTANA PHARMACEUTICALS, INC.; BEATON, Graham; MCHARDY, Stanton F.; LOPEZ JR., Ambrosio; CAMPOS, Bismarck; WANG, Hua-Yu Leo; (143 pag.)WO2019/169112; (2019); A1;,
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