Tag: M.W:100-200

Application of 29939-37-5, 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. 29939-37-5, name is 4-Hydroxy-6-hydrazinylpyrimidine. A new synthetic method of this compound is introduced below.

A mixture comprising 5.0 g (39.6 mmol) 6-hydrazinopyrimidin-4-ol/6- hydrazinopyrimidin-4(1 H)-one (CAS-No: 29939-37-5), 5.12 g pentan-3-one and 80.8 mL ethanol was heated under reflux for 2 hours. After cooling to 3C, the precipitated solid was filtered off and washed with diethyl ether to give 5.82 g (72%) of the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,29939-37-5, 4-Hydroxy-6-hydrazinylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; KLAR, Ulrich; WORTMANN, Lars; KETTSCHAU, Georg; PUeHLER, Florian; LIENAU, Philip; PETERSEN, Kirstin; HAeGEBARTH, Andrea; SUeLZLE, Detlev; GRAHAM, Keith; RICHTER, Anja; WO2014/48869; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1086382-38-8, 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.1086382-38-8, name is 4-Bromo-6-hydroxypyrimidine, molecular formula is C4H3BrN2O, molecular weight is 174.98, as common compound, the synthetic route is as follows.

Step A: 6-Bromo-3-methylpyrimidin-4(3H)-one To a solution 6-bromopyrimidin-4(3H)-one (696 mg, 2.0 mmol) in DMF (3.0 mL) was added K2CO3 (828 mg, 6.0 mmol), CH3I (568 mg, 4.0 mmol), the reaction mixture was stirred at 50 C for 30 minutes. The mixture was cooled to ambient temperature, diluted with EtOAc (20 mL), washed with sodium bicarbonate (10 mL) and brine (10 mL), dried over MgS04, filtered and concentrated. The residue was purified with silica gel column (Petroleum ether : ethyl acetate = 1 : 1) to obtaine product: LC/MS m/z = 189.01 (M+H) +.

The chemical industry reduces the impact on the environment during synthesis 1086382-38-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MCCOMAS, Casey, C.; KUDUK, Scott, D.; REGER, Thomas, S.; WO2014/81617; (2014); 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

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

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

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

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

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

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

Synthetic Route of 30129-57-8, 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. 30129-57-8, name is 6-Methyl-1H-pyrazolo[3,4-d]pyrimidin-4(7H)-one, molecular formula is C6H6N4O, 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.

6-Methyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one (134 mg, 0.89 mmol.) was taken into thionyl chloride (3 mL) followed by addition of DMF (0.2 mL) and the mixture was brought to reflux over 30 minutes. The resulting solution was concentrated and the residue partitioned with ethyl acetate and saturated aqueous sodium bicarbonate. The organic phase was washed with brine then dried over anhydrous sodium sulfate, filtered and concentrated to afford a yellow oil.

According to the analysis of related databases, 30129-57-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EXELIXIS, INC.; WO2005/117909; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia