Day: March 24, 2022

Reference of 557-01-7 ,Some common heterocyclic compound, 557-01-7, molecular formula is C4H4N2O, 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.

In a 250 mL three-necked flask,Compound 2 (11.5 g, 0.081 mol) was added,Then, 115 mL of dichloromethane was added successively,Thionyl chloride (17.6 mL, 0.24 mol) and a catalytic amount of N, N-dimethylformamide,Add the temperature to reflux and stir the reaction for 2 hours.Cooled to room temperature,Filter,Dichloromethane wash,dry,11.8 g of 6-chloromethyluracil was obtained in a yield of 90.8%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,557-01-7, its application will become more common.

Reference:
Patent; Shandong Chuangxin Pharmaceutical Research And Development Co., Ltd.; Jiang Hong; Lv Chuantao; Ma Chonglei; Lin Hongjie; Hao Lianfeng; Liu Yongyong; Lu Jingjing; (7 pag.)CN106831607; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 42821-92-1, 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 42821-92-1, name is Methyl 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 94 In 60 ml. of water is suspended methyl 1,2,3,4-tetrahydro-2,4-dioxopyrimidine-5-carboxylate (2.55 g., 15.0 mmoles) and, under intense stirring at room temperature, chlorine gas is bubbled into the suspension. The reaction is complete when the solid has dissolved. Following addition of 10 ml. of concentrated hydrochloric acid, the reaction mixture is refluxed for 16 hours. It is then concentrated under reduced pressure to one-fifth of its initial volume to give 1.39 g. of 5-chlorouracil as pale yellow needles. Melting Point: above 300 C. UV spectrum: lambdamaxpH 1.0 274 nm, lambdamaxpH 7.0 275 nm. NMR spectrum (DMSO-d6) delta: 7.75(1H, d, J=6HZ), 11.17(1H, broad), 11.48(1H, broad). Elemental analysis, for C4 H3 ClN2 O2: Calcd.: C, 32.78; H, 2.06; N, 19.12; Cl, 24.20. Found: C, 32.54; H, 1.97; N, 19.02; Cl, 24.30.

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 42821-92-1, Methyl 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US4329460; (1982); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 4472-44-0 ,Some common heterocyclic compound, 4472-44-0, molecular formula is C6H7ClN2, 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.

Hydrazine monohydrate (1.02 mL, 21.0 mmol) was added to a solution of 2-chloro 4,6-dimethylpyrimidine (2 g, 14.0 mmol) in ethanol (5 mL). The mixture was allowed to stir at room temperature for 2 h. The precipitate that formed was collected by filtration and washed with methanol. The solid was allowed to dry in a stream of air to afford 1 g of 2- hydrazinyl-4,6-dimethylpyrimidine as a white solid (1 g). Yield: 52%; m/z (ESI+) 139 (MH+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4472-44-0, its application will become more common.

Reference:
Patent; PROTEOSTASIS THERAPEUTICS, INC.; TAIT, Bradley; POWELL, Noel, A.; CULLEN, Matthew; WO2012/154880; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1993-63-1, 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 1993-63-1, name is 5-Fluoro-2-methoxypyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

The 24.0g formula II compound are added 102g30wt % hydrogen chloride in methanol solution, heating to 40-60C, stirring reaction 5-7 hours, concentrating the reaction solution under reduced pressure, the concentrated residual liquid cooling to room temperature, add water (the heating volume is residual liquid volume of 2 times), slowly dropping 50 wt % of sodium hydroxide aqueous solution, the reaction system is adjusted to pH 8.0-8.5, precipitated solid, is continuously stirred for 0.5 hours, filtering, collecting solid, ice water washing, drying, namely type I compound (white solid) 20.6g, molar yield is 95.0%, HPLC purity of 99.6%.

According to the analysis of related databases, 1993-63-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Dixinuo Chemical Pharmaceutical Co., Ltd; Shanghai Desano Pharmaceutical Co., Ltd.; Li, Jinliang; Zhao, Nan; Hua, Sikai; (6 pag.)CN105272922; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 900789-14-2, 5-Bromo-2,4-dichloro-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, 900789-14-2, blongs to pyrimidines compound. Recommanded Product: 900789-14-2

(3) 200g of pure 5-bromo-2,4-dichloro-7H-pyrrolo [2,3-d] pyrimidine, 150g of zinc powder, 1000ml of acetic acid and 1000ml of ethanol are mixed, and the mixture is heated and refluxed after the mixing is completed 7h, filtered, distilled off ethanol, and sequentially dissolved in ethyl acetate, washed with saturated aqueous sodium bicarbonate solution, washed with saturated brine, dried, and evaporated to obtain 220 g of crude product; (4) The crude product obtained in step (3) was recrystallized from n-hexane to obtain pure 5-bromo-2-chloro-7H-pyrrolo [2,3-d] pyrimidine, with a purity of more than 98% and a yield of 94.5%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,900789-14-2, its application will become more common.

Reference:
Patent; Nanjing Puruida Pharmaceutical Technology Co., Ltd.; Wang Xiaobo; (5 pag.)CN110372704; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5193-88-4, 4-Chloro-5,6-dimethoxypyrimidine, 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, Safety of 4-Chloro-5,6-dimethoxypyrimidine, blongs to pyrimidines compound. Safety of 4-Chloro-5,6-dimethoxypyrimidine

b. Preparation of Compound 4-(4-Fluorophenyl)-5,6-dimethoxypyrimidine 4-Chloro-4,5-dimethoxypyrimidine (165 mg, 0.95 mmol), (4-fluorophenyl)boronic acid (99 mg, 1.42 mmol), Pd(PPh3)4 (110 mg, 0.095 mmol) and Na2CO3(300 mg, 2.84 mmol) were dissolved in a mixture of dioxane (9 mL) and water (3 mL). The air was evacuated and replaced with N2. Then, the reaction mixture was refluxed for 19 hours. After the reaction was completed, it was cooled to room temperature and it was diluted with EtOAc and washed with sat. NH4CI followed by brine. The organic layer was dried over Na2S04 and concentrated under reduced pressure and the resulting residue was flash chromatographed on silica gel eluting with 0 to 10% EtOAc/Hexane. This afforded 4-(4-fluorophenyl)-5,6-dimethoxypyrimidine as a white solid (181 mg, 82%); m.p.62-64 C; 1H NMR (400 MHz, CDC13) delta 8.53 (s, 1H), 8.07 (dd, J= 9 Hz, J= 6 Hz, 2H), 7.15 – 7. 1 1 (m, 2H), 4.07 (s, 3H), 3.73 (s, 3H); 13C NMR (100 MHz, CDCI3) delta 163.7 (Jc,F= 249 Hz), 164.0, 154.3, 152.0,139.4, 131.4 (JCF= 8 Hz), 131.3, 115.3 (JC,F = 21 Hz), 60.2, 54.2; 19F NMR (376 MHz, CDC13) 6 -1 1 1.0

The synthetic route of 5193-88-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; LAVOIE, Edmond J.; BAUMAN, Joseph David; PARHI, Ajit; SAGONG, Hye Yeon; PATEL, Disha; ARNOLD, Eddy; DAS, Kalyan; VIJAYAN, Suyambu Kesava; WO2014/43252; (2014); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 87253-62-1, 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. 87253-62-1, name is 5,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carboxylic acid, molecular formula is C8H8N4O2, 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: In 25ml RB flask to a solution of Compound 9 (200 mg) in dry DMF (5ml), EDCI (250 mg, 1.25eq) and DMAP (130 mg,1eq) were added followed by addition of Sulfonamide (1eq). RM was stirred at RT for 4hrs. Solvent from the reaction mixture was evaporated. To the residue water was added and acidified with 6N HCl, solid precipitated out. Solid was filtered and dried. Crude solid was purified by flash chromatography eluating with 4-8% MeOH/DCM as solvent system to give pure product.

According to the analysis of related databases, 87253-62-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Patil, Vikas; Kale, Manoj; Raichurkar, Anandkumar; Bhaskar, Brahatheeswaran; Prahlad, Dwarakanath; Balganesh, Meenakshi; Nandan, Santosh; Shahul Hameed; Bioorganic and Medicinal Chemistry Letters; vol. 24; 9; (2014); p. 2222 – 2225;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 16097-60-2, 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 16097-60-2, name is 2-Amino-4-chloro-6-(trifluoromethyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Example 11 N4-{3-Fluoro-4-[(3-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl)amino]phenyl}-6-(trifluoromethyl)pyrimidine-2,4-diamine 123 mg (480 mmol) of 2-fluoro-N1-(3-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl)benzene-1,4-diamine and 123 mg (620 mumol) of 4-chloro-6-(trifluoromethyl)pyrimidine-2-amine are suspended in 3.5 ml of water. 620 mul of 1 M hydrochloric acid are added, and the mixture is heated at 100 C. overnight. Using 1N aqueous sodium hydroxide solution, the suspension is then adjusted to pH 10, resulting in the precipitation of crystals. The solid is filtered off and washed with water. The crude product is purified by column chromatography on silica gel (mobile phase: dichloromethane/methanol (7 M ammonia) 100:1 to 10:1). Yield: 154 mg (77% of theory) LC-MS (Method 3): Rt=1.38 min. MS (ESI pos.): m/z=418 (M+H)+. 1H-NMR (DMSO-d6, 300 MHz): delta=2.45 (s, 3H), 6.02-6.10 (m, 1H), 6.38 (s, 1H), 6.88-7.03 (m, 3H), 7.24-7.39 (m, 2H), 7.43 (s, 1H), 7.79 (d, 1H), 8.08 (d, 1H), 9.78 (s, 1H), 11.0 (s, 1H).

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 16097-60-2, 2-Amino-4-chloro-6-(trifluoromethyl)pyrimidine.

Reference:
Patent; Bayer HealthCare AG; US2008/269268; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 29939-37-5, 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 29939-37-5, name is 4-Hydroxy-6-hydrazinylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Example 1c 6-(2-Cyclohexylidenehydrazino)pyrimidin-4-ol A mixture comprising 240 mg (1.90 mmol) 6-hydrazinopyrimidin-4-ol/6- hydrazinopyrimidin-4(1 H)-one (CAS-No: 29939-37-5), 280 mg cyclohexanone and 3.88 mL ethanol was heated under reflux for 1.5h. After cooling to 3C, the precipitated solid was filtered off and washed with diethyl ether to give 354.1 mg (86%) of the title compound.

According to the analysis of related databases, 29939-37-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; KLAR, Ulrich; KETTSCHAU, Georg; SUeLZLE, Detlev; PUeHLER, Florian; KOSEMUND, Dirk; LIENAU, Philip; BOeMER, Ulf; WO2013/174743; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 147539-23-9, Adding some certain compound to certain chemical reactions, such as: 147539-23-9, name is 1-Boc-4-(6-Chloro-5-nitro-4-pyrimidinyl)piperazine,molecular formula is C13H18ClN5O4, 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 147539-23-9.

Example 84; 7-(2-Butynyl)-9-methyl-6-(piperazin-1-yl)-7,9-dihydropurin-8-thione trifluoroacetic acid salt; 84a) 4-(5-Amino-6-methylamino-pyrimidin-4-yl)piperazine-1-carboxylic acid t-butyl ester; [] 4-(6-Chloro-5-nitro-pyrimidin-4-yl)piperazine-1-carboxylic acid t-butyl ester (compound 61a) (5.0 g) was dissolved in acetonitrile (50 mL), and then methylamine (40%, methanol solution) (2.83 mL) was added to this solution. After stirring this reaction solution at room temperature for 17 hours, water (150 mL) was added. The reaction solution was stirred at room temperature for one hour, and then the precipitate was collected by filtration. The obtained yellow solid was washed with water and hexane to give a yellow solid (4.05 g). 1 g of the obtained yellow solid was dissolved in ethanol (20 mL). 10% palladium on carbon powder (wet) (200 mg) was then added to this solution. The reaction solution was stirred at room temperature for 15 hours under a hydrogen atmosphere. The insoluble substances were removed by filtration, and the obtained filtrate was concentrated under reduced pressure to give the title compound (920 mg).

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. 147539-23-9, 1-Boc-4-(6-Chloro-5-nitro-4-pyrimidinyl)piperazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Eisai Co., Ltd.; EP1568699; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia