Day: March 18, 2022

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.280582-25-4, name is 2,4-Dichloro-5-ethoxypyrimidine, molecular formula is C6H6Cl2N2O, molecular weight is 193.0306, as common compound, the synthetic route is as follows.Recommanded Product: 2,4-Dichloro-5-ethoxypyrimidine

-(2-Chloro-5-ethoxy- yrimidin-4-yl)-mo holine [0096] 2,4-dichloro-5-ethoxy-pyrimidin (2.83 g, 1.0 eq) was stirred in toluene(20 ml) and a solution of morpholine (1.93 ml, 1.5 eq) in toluene (20 ml) was added dropwise at -10~0C. After stirring the resulting solution overnight at r.t, NH4Cl(aq) was added to the solution and the solution was extracted with EA. The combined organic layers were washed with brine, dried and evaporated in vacuo. A product was obtained as a white solid (2.7 g , 73.5%).1H NMR (500 MHz, CDCl3-di): 61.41-1.44(m, 3H), 3.75-3.77(m, 4H), 3.83-3.85(m, 4H), 4.01-4.05(m, 2H), 7.69(s, 1H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,280582-25-4, 2,4-Dichloro-5-ethoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; DEVELOPMENT CENTER FOR BIOTECHNOLOGY; DCB-USA LLC; KUO, Mann-Yan; LEE, Ying-Shuan; CHEN, Paonien; CHEN, Li Jung; LU, Yann Yu; HUANG, Yi-Ting; HSU, Hung-Yi; TSAI, Ping-Kuei; WO2011/80568; (2011); A2;,
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. 1245506-61-9, name is 2-Chloro-5-methoxy-4-methylpyrimidine. A new synthetic method of this compound is introduced below., Product Details of 1245506-61-9

General procedure: To a solution of 2-methoxy-5-methylpyridin-3-yl acetate (5.80 g, 32.0 mmol) in anhydrous CH2Cl2 (50 mL) was added with N-bromosuccinimide (5.69 g, 32.0 mmol) and AIBN (530 mg, 3.23 mmol). The reaction mixture was heated at reflux for 24 h, added with N-bromosuccinimide (1.14 g, 6.41 mmol), further heated at reflux for 18 h, and concentrated under reduced pressure. The residue was purified by flash column chromatography (silica gel, hexane ramping to CH2Cl2:hexane = 1:1) to give 9 as a colourless liquid (3.88 g, 47%).

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, 1245506-61-9, 2-Chloro-5-methoxy-4-methylpyrimidine.

Reference:
Article; Long, Yi; Yu, Mingfeng; Li, Peng; Islam, Saiful; Goh, Aik Wye; Kumarasiri, Malika; Wang, Shudong; Bioorganic and Medicinal Chemistry Letters; vol. 26; 23; (2016); p. 5674 – 5678;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1159818-57-1, 4-Amino-6-bromopyrimidine, 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: 1159818-57-1, blongs to pyrimidines compound. SDS of cas: 1159818-57-1

To a solution of 6-bromopyrimidin-4-amine (8.0 g, 46 mmol) in 100 mL of HI was added Nal (15.0 g, 100 mmol). The mixture was refluxed overnight. Then, the mixture was adjusted to pH=10 with NaOH solution, and the solid was separated and filtered to give 6-iodopyrimidin-4-amine. 1H NMR (400Mz, DMSO-d6) 56.85 (s, 1 H), 6.99(s, 2H), 7.99 (s, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1159818-57-1, 4-Amino-6-bromopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; EDMUNDS, Andrew; RENDLER, Sebastian; MUEHLEBACH, Michel; EMERY, Daniel; (109 pag.)WO2018/206348; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 17326-27-1, Adding some certain compound to certain chemical reactions, such as: 17326-27-1, name is 2-Chloro-9-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carbaldehyde,molecular formula is C10H7ClN2O2, 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 17326-27-1.

General procedure: To a stirred solution of 2-chloro-4-oxo-4H-pyrido [1,2-a]pyrimidine-3-carbaldehyde (100mg, 0.479mmol) in THF (3mL) was added benzylamine (0.058mL, 0.527mmol) and TEA (0.1mL, 0.719mmol). The reaction mixture was stirred at 70C for 3h. after the mixture was concentrated, 1N aqueous HCl solution in THF (1/3 ratio, 4mL). The reaction mixture was stirred at 70C for 1h. after reaction was completed, the mixture was evaporated and neutralized to approximately pH 7 by adding 1N NaOH. The pale solid was collected by filtration and washed with H2O to give 5a (117mg, 87%) as a brown solid.

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. 17326-27-1, 2-Chloro-9-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Park, Dong-Sik; Jo, Eunji; Choi, Jihyun; Lee, MyungEun; Kim, Soohyun; Kim, Hee-Young; Nam, Jiyon; Ahn, Sujin; Hwang, Jong Yeon; Windisch, Marc Peter; European Journal of Medicinal Chemistry; vol. 140; (2017); p. 65 – 73;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 890094-38-9, 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 890094-38-9, name is 2-Chloro-N-isopropyl-5-nitropyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

4-amino-N-(4-methylpiperazin-1-yl)benzamide(4.7g) was added to a solution of Compound 2-3(4.3g) in n-butanol(150ml). The mixture was reacted at 90C for 3.5 hours, cooled to room temperature, filtered, washed and dried to obtain a yellow solid(5.9g) in a yield of 71.2%. 1H NMR(400 MHz, DMSO-d6): delta 10.01(s, 1H), 9.32(s, 1H), 8.78(s, 1H), 8.21(m, 2H), 7.84(s, 1H), 7.63(m, 2H), 4.31(m, 1H), 2.75(t, J=4.8Hz, 4H), 2.38(br, 4H), 2.13(s, 3H), 1.19(d, J=6.8Hz, 6H)ppm.

According to the analysis of related databases, 890094-38-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Si Chuan University; CSPC Zhongqi Pharmaceutical Technology (Shijiazhuang) Co., Ltd.; YANG, Shengyong; WEI, Yuquan; EP2578584; (2013); 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. 70227-50-8, name is 2-(tert-Butyl)-4-chloro-5-nitropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

Synthesis of Compound O.6. To a stirred solution of compound O.5 (12 g, 55.7 mmol) in methanol (96 mL) was added ammonium hydroxide solution (156 mL) at 0-5 C. The reaction was warmed to RT and stirred overnight. The mixture was concentrated in vacuo, and the residue was dissolved in water and extracted with DCM. The organic layer was dried (Na2SO4) and concentrated in vacuo to afford compound O.6, 2-tert-butyl-5-nitropyrimidin-4-amine, as a light green solid (8.4 g, 77%). 1H NMR (CDCl3, 200 MHz) delta 9.2 (s, 1H), 7.8 (br. s, 1 H), 6.0 (br. s, 1H), 1.38 (s, 9H); MS: m/z 197.0 [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, 70227-50-8, 2-(tert-Butyl)-4-chloro-5-nitropyrimidine.

Reference:
Patent; Sunesis Pharmaceuticals, Inc; US2009/5359; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 14248-01-2 ,Some common heterocyclic compound, 14248-01-2, molecular formula is C5H5BrN2O, 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.

General procedure: 5.1.12 2-[4-({[1-Methyl-4-(2-methylpyridin-4-yl)-1H-pyrazol-3-yl]oxy}methyl)phenyl]quinoline dihydrochloride (13a) Under argon gas atmosphere, to the mixture of 12 (200 mg, 0.45 mmol), 4-bromo-2-methylpyridine (156 mg, 0.91 mmol), and Na2CO3 (144 mg, 1.36 mmol) in DMF (2.0 mL) and water (0.87 mL) was added [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane complex (PdCl2(dppf)·CH2Cl2, 22 mg, 0.027 mmol), and the mixture was stirred at 100 C for 1 h. After cooling at room temperature, the mixture was concentrated in vacuo, and the residue was purified by silica gel column chromatography (0-5% MeOH in CHCl3) to give a free from of the title compound, which was dissolved in MeOH and the mixture was treated with 4 M HCl/EtOAc. The precipitate formed was collected by filtration and washed with Et2O to give 13a (91 mg, 42%) as a colorless solid. 5.1.17 1-Methyl-5-(1-methyl-3-{[4-(quinolin-2-yl)benzyl]oxy}-1H-pyrazol-4-yl)pyrimidin-2(1H)-one dihydrochloride (13f) Compound 13f was prepared from 12 and 5-bromo-1-methylpyrimidin-2(1H)-one in a manner similar to that described for compound 13a, with a yield of 37% as a pale yellow solid. 1H NMR (DMSO-d6) delta 3.55 (s, 3H), 3.75 (s, 3H), 5.40 (s, 2H), 7.64 (m, 3H), 7.83-7.88 (m, 1H), 7.96 (s, 1H), 8.07 (d, 1H, J = 8.1 Hz), 8.16 (d, 1H, J = 8.6 Hz), 8.22 (d, 1H, J = 8.7 Hz), 8.30 (d, 2H, J = 8.4 Hz), 8.60 (d, 1H, J = 8.7 Hz), 8.67 (d, 1H, J = 3.2 Hz), 8.86 (d, 1H, J = 3.2 Hz); MS (ESI) m/z 424 [M+H]+; Anal. Calcd for C25H21N5O2·2HCl·3.3H2O: C, 54.02; H, 5.37; N, 12.60; Cl, 12.76. Found: C, 54.03; H, 5.66; N, 12.46; Cl, 12.44.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14248-01-2, its application will become more common.

Reference:
Article; Hamaguchi, Wataru; Masuda, Naoyuki; Miyamoto, Satoshi; Shiina, Yasuhiro; Kikuchi, Shigetoshi; Mihara, Takuma; Moriguchi, Hiroyuki; Fushiki, Hiroshi; Murakami, Yoshihiro; Amano, Yasushi; Honbou, Kazuya; Hattori, Kouji; Bioorganic and Medicinal Chemistry; vol. 23; 2; (2015); p. 297 – 313;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 875251-47-1 ,Some common heterocyclic compound, 875251-47-1, molecular formula is C6H8N2O, 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-[4-(trifluoromethoxy)phenyl]-3H-l,3-benzoxazol-2-one (100 mg, 0.34 mmol), 2-pyrimidin-5-ylethanol (126.15 mg, 1.02 mmol) and PPh3 (177.7 mg, 0.68 mmol) in THF (6 mL) was added DIAD (136.99 mg, 0.68 mmol) and the mixture was stirred under N2 at 20 C for 16 hours to give a mixture. The mixture was concentrated to dryness, diluted with H20 (10 mL), and extracted with EtOAc (10 mL x 2). The combined organic phase was washed with brine (10 mL), dried over Na2SC>4, filtered. And the filtrate was concentrated to give the crude product. The crude product was purified by Prep-HPLC (Kromasil (150 mm x 25 mm, 10 mupiiota), A = H20 (0.05% NH3.H20) and B = CH3CN; 48-78 %B over 7 minutes) to give the product (49.53 mg, 123.4 muetaiotaomicron, 36% yield) as a solid. 1H NMR DMSO-c 400MHz deltaH = 9.02 (s, 1H), 8.73 (s, 2H), 7.78 (d, 2H), 7.60 (s, 1H), 7.48 (d, 2H), 7.42 (s, 2H), 4.20 (t, 2H), 3.11 (t, 2H). LCMS Rt = 1.17 min in 2 min chromatography, MS ESI calcd. for C20H15F3N3O3 [M+H]+ 402.1, found 402.1.

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. 875251-47-1, 2-(Pyrimidin-5-yl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PRAXIS PRECISION MEDICINES , INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (244 pag.)WO2018/148745; (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.55405-67-9, name is 3-Bromopyrazolo[1,5-a]pyrimidine, molecular formula is C6H4BrN3, molecular weight is 198.0201, as common compound, the synthetic route is as follows.COA of Formula: C6H4BrN3

A solution of 3-bromopyrazolo[1,5-ajpyrimidine (0.04 g, 0.202 mmol), (8)- tert-butyl (2,4-dimethyl- 1 -(4-(4,4,5,5-tetramethyl- 1,3 ,2-dioxaborolan-2-yl)-2- (trifluoromethyl)phenoxy)pentan-2-yl)carbamate (prepared as described in Example 255, Parts A and B) (0.122 g, 0.242 mmol), and potassium phosphate tribasic (0.106 g, 0.606 mmol) in THF (5 mL) and water (0.5 mL) was purged with nitrogen gas for30 mi XPhos generation precatalyst (9.37 mg, 0.030 mmol) was added to the reaction mixture and the solution was purged with nitrogen gas again for 10 mm. The reaction mixture was heated at 80C for 12 h. The reaction mixture was concentrated and the residue obtained was dissolved in ethyl acetate (30 mL) and water (30 mL). The biphasic mixture was filtered through diatomaceous earth andthe diatomaceous earth was washed with ethyl acetate (50 mL). The ethyl acetate layer was separated, dried over Na2SO4, filtered, and concentrated under reduced pressure to afford (S)-tert-butyl (2,4-dimethyl-1-(4-(pyrazolo[1,5-ajpyrimidin-3-yl)- 2-(trifluoromethyl)phenoxy)pentan-2-yl)carbamate (50 mg, 0.102 mmol, 50% yield) as a brown solid which was carried forward without further purification. LCMS(ESI) m/e 493.3 [(M+H), calcd for C25H32F3N403 493.21; LC/MS retention time (Method Al): tR = 1.83 mm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,55405-67-9, 3-Bromopyrazolo[1,5-a]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (318 pag.)WO2017/59080; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 85386-14-7, 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.85386-14-7, name is Ethyl 2-phenylpyrimidine-5-carboxylate, molecular formula is C13H12N2O2, molecular weight is 228.25, as common compound, the synthetic route is as follows.

General procedure: Sodium hydroxide (2N) was added to a solution of intermediate 2a-i (1 equiv.) in methanol at ambient temperature. The reaction mixture was stirred for 4h and the methanol was removed by rotary evaporation. The resultant mixture was adjusted to pH=5-6 with 1N HCl solution. The precipitated white solid was collected by filtration and dried to give the carboxylic acid intermediate (1a-i).

Statistics shows that 85386-14-7 is playing an increasingly important role. we look forward to future research findings about Ethyl 2-phenylpyrimidine-5-carboxylate.

Reference:
Article; Zhao, Shizhen; Zhang, Xiangqian; Wei, Peng; Su, Xin; Zhao, Liyu; Wu, Mengya; Hao, Chenzhou; Liu, Chunchi; Zhao, Dongmei; Cheng, Maosheng; European Journal of Medicinal Chemistry; vol. 137; (2017); p. 96 – 107;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia