Month: March 2022

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 890094-38-9, name is 2-Chloro-N-isopropyl-5-nitropyrimidin-4-amine, the common compound, a new synthetic route is introduced below. Computed Properties of C7H9ClN4O2

4-amino-3-fluoro-N-(4-methylpiperazin-1-yl)benzamide(5.0g) was added to a solution of Compound 2-3(4.3g) in n-butanol(150ml). The mixture was reacted at 90C for 4 hours, cooled to room temperature, filtered, washed and dried to obtain a yellow solid(6.5g) in a yield of 75.7%. 1H NMR(400 MHz, DMSO-d6): delta 10.11(s, 1H), 9.47(s, 1H), 8.99(s, 1H), 8.38(d, J=7.6Hz, 1H), 7.86(m, 1H), 7.65(m, 2H), 4.27(m, 1H), 2.89(t, J=4.8Hz, 4H), 2.42(br, 4H), 2.19(s, 3H), 1.23(d, J=6.4Hz, 6H)ppm.

The synthetic route of 890094-38-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Si Chuan University; CSPC Zhongqi Pharmaceutical Technology (Shijiazhuang) Co., Ltd.; YANG, Shengyong; WEI, Yuquan; EP2578584; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 147539-23-9, 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.147539-23-9, name is 1-Boc-4-(6-Chloro-5-nitro-4-pyrimidinyl)piperazine, molecular formula is C13H18ClN5O4, molecular weight is 343.77, as common compound, the synthetic route is as follows.

PREPARATION 28 1-[1,1-Dimethylethoxycarbonyl]-4-[5-amino-6-pyrimidinyl]piperazine A mixture of 1-[1,1-dimethylethoxycarbonyl]-4-[4-chloro-5-nitro-6-pyrimidyl]piperazine (PREPARATION 23, 0.56 g) and triethylamine (0.3 ml) and palladium on carbon (5%, 0.13 g) in ethanol (100 ml) is charged with hydrogen gas (30 psi). After the theoretical amount of hydrogen gas is consumed, the catalyst is removed under reduced pressure. The filtrate is concentrated under reduced pressure to a foam which is diluted with an aqueous saturated solution of potassium carbonate and dichloromethane. The phases are separated and the organic phase is dried over sodium sulfate and concentrated to give to give the title compound, NMR (CDCl3) 1.49, 3.49, 3.29, 3.56, 7.98, and 8.39 delta.

Statistics shows that 147539-23-9 is playing an increasingly important role. we look forward to future research findings about 1-Boc-4-(6-Chloro-5-nitro-4-pyrimidinyl)piperazine.

Reference:
Patent; The Upjohn Company; US5489593; (1996); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1192064-63-3 , The common heterocyclic compound, 1192064-63-3, name is 2,5-Dichloro-4-methylpyrimidine, molecular formula is C5H4Cl2N2, 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.

A mixture of 2,5-dichloro-4-methylpyrimidine (300 mg, 1.6 mmol), (R)-tert-butyl 3- aminopyrrolidine-l-carboxylate (263 mg, 1.6 mmol) and DIEA (619 mg, 4.8 mmol) in DMF (5 mL) was stirred at l20C for 5 hours. The mixture was cooled to RT, diluted with water (20 mL) and extracted with EtOAc (20 mL* 3). The combined organic phase was washed with brine (20 mL), dried over Na2S04, filtered and concentrated. The residue was purified by flash chromatography on silica gel (petroleum ether/EtOAc = 20/1) to afford (R)-tert-butyl 3-((5-chloro- 4-methylpyrimidin-2-yl)amino)pyrrolidine-l-carboxylate (250 mg, 50%) as a yellow solid. [M+H] Calc?d for Ci4H2iClN402, 313.1; Found, 313.1.

The synthetic route of 1192064-63-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KINNATE BIOPHARMA INC.; KANOUNI, Toufike; ARNOLD, Lee D.; KALDOR, Stephen W.; MURPHY, Eric A.; TYHONAS, John; (0 pag.)WO2020/6497; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 51953-18-5, Adding some certain compound to certain chemical reactions, such as: 51953-18-5, name is Pyrimidin-4-ol,molecular formula is C4H4N2O, 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 51953-18-5.

Method U Preparation of 5-Iodo-4(3H)-pyrimidinone The procedure of Sakamoto et. al. (Chem. Pharm. Bull. 1986, 34(7), 2719-2724) was used to convert 4(3H)-pyrimidinone into 5-iodo-4(3H)-pyrimidinone, which was of sufficient purity for conversion to 4-chloro-5-iodopyrimidine.

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. 51953-18-5, Pyrimidin-4-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Konradi, Andrei W.; Pleiss, Michael A.; Thorsett, Eugene D.; Ashwell, Susan; Welmaker, Gregory S.; Kreft, Anthony; Sarantakis, Dimitrios; Dressen, Darren B.; Grant, Francine S.; Semko, Christopher; Xu, Ying-Zi; Stappenbeck, Frank; US2002/52375; (2002); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 115932-00-8, 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. 115932-00-8, name is Ethyl pyrazolo[1,5-a]pyrimidine-3-carboxylate, molecular formula is C9H9N3O2, 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 solution of ethyl pyrazolo[l,5-a]pyrimidine-3-carboxylate (3.15 g, 16.4 mmol) in ethanol (50 mL) and water (40 mL) was added potassium hydroxide aqueous solution (2 M, 40 mL). The reaction mixture was stirred at 50 C for 2 h and cooled down to room temperature and then concentrated in vacuo. The resulting mixture was adjusted to pH = 2 with 1M hydrochloric acid aqueous solution, and white solid was appeared, then filtered to afford the product as a white solid (2.6 g, 97%).LC-MS (ESI, neg. ion) m/z: 162.1 [M-H] . H NMR (600 MHz, DMSO-Lambda): delta (ppm) 9.26 (dd, J= 7.0, 1.7 Hz, 1H), 8.80 (dd, J = 4.1, 1.7 Hz, 1H), 8.58 (s, 1H), 7.26 (dd, J= 7.0, 4.1 Hz, 1H).

According to the analysis of related databases, 115932-00-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; LI, Minxiong; LI, Xiaobo; WO2015/73267; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 890094-38-9, name is 2-Chloro-N-isopropyl-5-nitropyrimidin-4-amine, the common compound, a new synthetic route is introduced below. COA of Formula: C7H9ClN4O2

4-(3-(4-methylpiperazin-1-yl)propylamino)phenylamine(4.9g) was added to a solution of Compound 2-3(4.3g) in n-butanol(150ml). The mixture was reacted at 90C for 4 hours, cooled to room temperature, filtered, washed and dried to obtain a red solid(6.8g) in a yield of 79.9%. MS m/z(ESI):429[M+H]+.

The synthetic route of 890094-38-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Si Chuan University; CSPC Zhongqi Pharmaceutical Technology (Shijiazhuang) Co., Ltd.; YANG, Shengyong; WEI, Yuquan; EP2578584; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 40497-30-1 ,Some common heterocyclic compound, 40497-30-1, molecular formula is C5H6N2O2, 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.

Preparation of 1,1-diamino-2,2-dinitroethylene from the nitric-sulfur mixed acid prepared from the nitric acid filtrate once recycledAt 20C, weigh 62.5g of the nitric acid filtrate once cycled, add 25.0g of fuming sulfuric acid with a mass fraction of 50% and 62.5g of nitric acid with a mass fraction of 98% in order to obtain 150.0g of mixed nitric acid;The nitric-sulfur mixed acid was cooled to 0 C, and 10.0 g of 2-methyl-4,6-pyrimidinedione was added in portions with stirring.Then warmed to 15C for 3h,After the reaction, the temperature was reduced to 0C, and the nitric acid filtrate was collected. The filter cake was added to 450 g of ice water. After filtering and drying, 10.2 g of 1,1-diamino-2,2-dinitroethylene was obtained, and the yield was 86.8%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,40497-30-1, its application will become more common.

Reference:
Patent; Xi’an Modern Chemical Institute; Zhou Cheng; Li Xiangzhi; Chang Pei; Wang Bozhou; Zhou Qun; Chen Tao; Li Yanan; (6 pag.)CN107602395; (2019); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 31462-58-5, 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.31462-58-5, name is 5-Iodopyrimidine, molecular formula is C4H3IN2, molecular weight is 205.9845, as common compound, the synthetic route is as follows.

General procedure: In a typical experiment, 0.75 mg (0.03 mol%) of 3 was added into a mixture of aryl halide (1.0 mmol), olefin (2 mmol), Et3N (3 mmol) in DMF (2 mL), and the reaction mixture was stirred at 130 C. The formation of coupling product was monitored byTLC/GC analyses. After disappeared of the aryl halide (checking by TLC/GC), the reaction mixture was cold at room temperature and diluted with water and ethyl acetate and the solid Pd(II) complex 3 was separated by filtration. The cross-coupling product was extracted from the aqueous layer with ethyl acetate (3 x 5 mL), dried over MgSO4 and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (ethyl acetate/hexane) to give the corresponding cross-coupling product.

Statistics shows that 31462-58-5 is playing an increasingly important role. we look forward to future research findings about 5-Iodopyrimidine.

Reference:
Article; Sarkar, Shaheen M.; Rahman, Md. Lutfor; Chong, Kwok Feng; Yusoff, Mashitah Mohd; Journal of Catalysis; vol. 350; (2017); p. 103 – 110;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 149765-15-1, N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide, 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, Formula: C11H13ClN4O, blongs to pyrimidines compound. Formula: C11H13ClN4O

A solution of the 2-pivaloylamino-4-chloro-pyrrolo[2,3-d]pyrimidine (21.5 g, 85 mmol) and N-iodosuccinimide (19.12 g, 85 mmol) in DMF (150 mL) was stirred at ambient temperature for 18 hr. The red solution was evaporated to an amber residue which upon trituration with cold water gave a yellow solid. The solid was collected by filtration, the filter cake was washed with cold water and then dried in vacuo to yield 30.5 g (94%) of the title compound. 1 H-NMR (DMSO-d6): delta 12.72 (s,1, N (7)-H); 10.14 (s,1, N(2)-H); 7.78 (d,1, H-6); 1.24 (s, 9, pivaloyl methyls). mp 218-220 C.

The synthetic route of 149765-15-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Isis Pharmaceuticals, Inc.; US6093807; (2000); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 42839-08-7, 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. 42839-08-7, name is Ethyl pyrimidine-2-carboxylate. A new synthetic method of this compound is introduced below.

The 2 – (2 – methoxy phenoxy) malonamide (II) (35.0 g, 156.1 mmol) dissolved in ethanol (600 ml) in, are tertiary butanol sodium (30.0 g, 312.2 mmol) and 2 – pyrimidine formic acid ethyl ester (III) (23.8 g, 156.1 mmol), stirred under the protection of nitrogen reflux 1 h, TLC detection reaction is completed. Recovering the ethanol, the residue with water (200 ml) mixed beating, filtering, a little water to wash the filter cake, drying, to obtain compound 5 – (2 – methoxyphenoxy) – 1H – [2, 2′] – bipyridyl – 4, 6 – dione (IV) 40.5 g, yield is 83%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,42839-08-7, Ethyl pyrimidine-2-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Shanghai Tianci International Pharmaceutical Co., Ltd.; Li Xinjuanzi; Li Jianzhi; Ma Xilai; Chi Wangzhou; Liu Hai; Hu Xuhua; Zheng Xiaoli; Zhai Zhijun; Li Jianxun; (14 pag.)CN104193687; (2017); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia