Tag: M.W:100-200

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. 34415-10-6, name is 2-Methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid, molecular formula is C6H6N2O3, 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. COA of Formula: C6H6N2O3

Step 1: 6-chloro-2-methyl-pyrimidine-4-carboxylic acid chloride 2.00 g (13.0 mmol) 6-hydroxy-2-methylpyrimidine-4-carboxylic acid were refluxed for 2 h with 11.9 mL (130 mmol) phosphorus oxychloride. After cooling to RT, 2.70 g (13.0 mmol) phosphorus-(V)-chloride were added and the mixture was boiled for 2 h. The reaction mixture was cooled to RT, evaporated to dryness i. vac. and coevaporated twice with toluene. The residue was triturated several times with DCM and the excess DCM was decanted off. The combined DCM phases were evaporated down and the residue was reacted further as the crude product. Yield: 2.48 g (quantitative)

With the rapid development of chemical substances, we look forward to future research findings about 34415-10-6.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/59954; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 55405-67-9, 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 55405-67-9, name is 3-Bromopyrazolo[1,5-a]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

PREPARATION 107 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazolo[1,5-a]pyrimidine A mixture of 3-bromopyrazolo[1,5-a]pyrimidine (1.00 g, 5.1 mmol), potassium acetate (1.78 g, 18.1 mmol) and bis(pinacolato)diboron (5.77 g, 22.7 mmol) in 1,4-dioxane (20 mL) contained in a Schlenck vessel was submitted to three vacuum-argon cycles and bis(triphenylphosphine)palladium(II) dichloride (0.180 g, 0.26 mmol) was then added. The mixture was further submitted to three vacuum-argon cycles, sealed and then was stirred and heated to 100 C. After 20 hours, the reaction mixture was cooled, evaporated and then taken up in pentane and filtered through diatomaceous earth (Celite) and the filter cake was washed with a mixture of ethyl acetate/ether (3:2). The combined filtrate and washings were evaporated and the residue was stirred with n-pentane (15 mL) at -40 C for 30 minutes. The solid was filtered, washed with cold pentane and dried in vacuo to give the title compound (1.66 g, >100%) as a solid which was used without further purification. LRMS (m/z): 246 (M+1)+.1H NMR (300 MHz, CDCl3) delta ppm 1.26 (s, 12H), 6.89 (dd, 1H), 8.44 (s, 1H), 8.63 – 8.83 (m, 2H).

According to the analysis of related databases, 55405-67-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALMIRALL, S.A.; EASTWOOD, Paul Robert; GONZALEZ RODRIGUEZ, Jacob; GOMEZ CASTILLO, Elena; BACH TANA, Jordi; WO2011/157397; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 101257-82-3, 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. 101257-82-3, name is 4-Amino-5-chloropyrimidine. A new synthetic method of this compound is introduced below.

55. 2-({3-Chloro-2-[(5-chloro-pyrimidin-4-ylamino)-methyl]-pyridin-4-yl}-methyl-amino)-ethanol The compound is obtained analogously to Example 2 from 2-[(3-chloro-2-chloromethyl-pyridin-4-yl)-methyl-amino]-ethanol (4.7 g, 20 mmol) and 4-amino-5-chloro-pyrimidin (2.6 g, 20 mmol). Yield: 2.64 g (29%). Mp.: 158-161 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,101257-82-3, 4-Amino-5-chloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BYK Gulden Lomberg Chemische Fabrik GmbH; US6395732; (2002); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3438-61-7, 5-Amino-4-methylpyrimidine, 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: 3438-61-7, blongs to pyrimidines compound. SDS of cas: 3438-61-7

In an oven-dried 500 mL two-necked round-bottomed flask 1-bromo-2-nitrobenzene (18.33 g, 91 mmol), 4-methylpyrimidin-5-amine (9 g, 82 mmol), cesium carbonate (53.7 g, 165 mmol), Pd2(dba)3 (1.510 g, 1.649 mmol) and 2,2?-bis(diphenylphosphanyl)-1,1?-binaphthalene (BINAP) (5.14 g, 8.25 mmol) were dissolved in toluene (180 ml) under nitrogen to give a red suspension. The reaction mixture was degassed and heated to 120 C. for 16 h. The mixture was cooled down, diluted with ethyl acetate, washed with brine, filtered through celite and evaporated, providing 4-methyl-N-(2-nitrophenyl)pyrimidin-5-amine as a red solid (10.1 g, 53% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3438-61-7, 5-Amino-4-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Universal Display Corporation; Tsai, Jui-Yi; Xia, Chuanjun; Yeager, Walter; Dyatkin, Alexey Borisovich; (207 pag.)US2017/324049; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1321618-96-5, 4-Chloro-5-methylfuro[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, Recommanded Product: 1321618-96-5, blongs to pyrimidines compound. Recommanded Product: 1321618-96-5

To a solution of 4-chloro-5-methylfuro[2,3-d]pyrimidine (12, 85 mg, 0.25 mmol) and anisole (16, 70 mg, 0.28 mmol) in 2 mL of anhydrous isopropanol (IPA) added 2 drops of concentrated HCl and the reaction mixture was stirred at room temperature overnight. The brown precipitate was collected by filtration, washed with cold isopropanol, and dried under vacuum to afford compound 13 (52 mg, 80 %) as a brown solid. 13: lH NMR (400 MHz, CD3OD) delta: 2.4 (s, 3H, CH3), 3.8 (s, 3H, CH3), 6.9 (d, 2H), 7.4 (m, 2H), 7.7 (s, IH); HRMS (EI+) calculated for: Omicron4Etaiota4Nu302: 256.1084; Found: 256.1086.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1321618-96-5, 4-Chloro-5-methylfuro[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; KUMAR, Dileep; MANN, J., John; (109 pag.)WO2019/89575; (2019); 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. 1672-50-0, name is 4,5-Diamino-6-hydroxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 1672-50-0

4, [5-DIAMINO-6-HYDROXYPYRIMIDINE] [(1] g) and dimethylaniline [(1] mL) in POC13 (10 [ML)] were heated at reflux under an inert atmosphere for 4 hours. The reaction mixture was concentrated in vacuo, carefully diluted with ice-water and then neutralised with NaHCO3. The product was extracted with EtOAc (4 x 30 mL) and then the organics were dried [(MGS04),] filtered and concentrated in vacuo. The crude product was triturated with DCM to afford the product as a pale grey solid [(168MG, 15%)] ; [‘H] NMR [(CDC13)] 8 4.95 (br s, 2H), [6. 73] (s, 2H), 7.65 (s, 1H); m/e (MH+MeCN) [+ 186.]

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, 1672-50-0, 4,5-Diamino-6-hydroxypyrimidine.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/13141; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 69696-37-3, 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 69696-37-3, name is 5-Bromo-2,4-dimethylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

b) methyl 3-((7-(2,4-dimethylpyrimidin-5-yl)-3-sulfamoylquinolin-4-yl)amino)-5- isopropoxybenzoate. A mixture of methyl 3-((7-bromo-3-sulfamoylquinolin-4- yl)amino)-5-isopropoxybenzoate (250 mg, 0.506 mmol) bis(pinacolato)diboron (141 mg, 0.556 mmol), potassium acetate (174 mg, 1.770 mmol) [1 , 1 – bis(diphenylphosphino)ferrocene]dichloropalladium(ll) dichloromethane adduct (20.65 mg, 0.025 mmol) and 1 ,4-dioxane (3 mL) was purged with nitrogen for 15 minutes, and then heated at 1 10 C for 30 minutes in a microwave reactor. 5- bromo-2,4-dimethylpyrimidine (0.036 mL, 0.321 mmol), cesium carbonate (330 mg, 1 .01 1 mmol), [1 ,1 ‘-bis(diphenylphosphino)ferrocene]dichloropalladium(ll) dichloromethane adduct (20.65 mg, 0.025 mmol) and water (1 mL) were added to the mixture and this again purged with nitrogen for 15 minutes. The mixture was heated in a microwave reactor at 1 10 C for 30 min, then cooled and filtered. The filtrate was purified by reverse-phase preparative HPLC (ODS, acetonitrile/0.03% aqueous ammonia) to give the title compound (120 mg, 80% pure, 36%) as a brown solid. LCMS (ES+) m/e 522 [M+H]+.

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 69696-37-3, 5-Bromo-2,4-dimethylpyrimidine.

Reference:
Patent; GLAXOSMITHKLINE LLC; BROWN, Kristin, K.; CHAI, Deping; DODSON, Christopher, S.; DUFFY, Kevin, J.; SHAW, Antony, Nicholas; WO2013/96151; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 14631-08-4, 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. 14631-08-4, name is 2-Chloropyrimidine-4,5-diamine, molecular formula is C4H5ClN4, 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.

Example 133[2-(4-Dimethylamino-piperidin-1-yl)-9H-purin-8-yl]-(2-isoquinolin-4-yl-pyridin-4-yl)- methanoneStep 1 : A toluene suspension of 2-chloro-pyrimidine 4,5-diamine (289 mg, 2.0 mmol), trimethylorthoformate (1.9 g, 18 mmol) and benzenesulfonic acid (14 mg, 0.08 mmol) was heated at reflux overnight. The reaction was cooled and diisopropylethylamine (28 Dl, 0.08 mmol) was added. The mixture was evaporated to dryness and the 2-chloro-9-dimethoxymethyl-9H-purine was used without further purification

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 14631-08-4, 2-Chloropyrimidine-4,5-diamine.

Reference:
Patent; NOVARTIS AG; ASTEX THERAPEUTICS LIMITED; HOWARD, Steven; MORTENSON, Paul Neil; HISCOCK, Steven Douglas; WOOLFORD, Alison Jo-Anne; WOODHEAD, Andrew James; CHESSARI, Gianni; O’REILLY, Marc; CONGREVE, Miles Stuart; DAGOSTIN, Claudio; CHO, Young Shin; YANG, Fan; CHEN, Christine Hiu-Tung; BRAIN, Christopher Thomas; LAGU, Bharat; WANG, Yaping; KIM, Sunkyu; GRIALDES, John; LUZZIO, Michael Joseph; PEREZ, Lawrence Blas; WO2010/125402; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 87026-45-7, 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.87026-45-7, name is 4-Chloro-5-methoxy-2-(methylthio)pyrimidine, molecular formula is C6H7ClN2OS, molecular weight is 190.65, as common compound, the synthetic route is as follows.

Ethyl 4-(2-{(3,5-bis-trifluoromethyl-benzyl)-[2-(4,4?5,5-tetramethyl- [1,3 , 2] dioxaborolan-2-yl) – 5-trifluoromethyl-benzyl] -amino}-pyrimidin- 5- yloxy)-butyrate (300mg) is dissolved in 1,4-dioxane (5ml) and thereto are added 4-chloro-5-methoxy-2-methylsulfanil-pyrimidine (117mg), [1, 1′- bis(diphenylphosphino)ferrocene]dichloropalladium dichloromethane complex (33mg) and cesium carbonate (199mg), and the mixture is stirred under nitrogen atmosphere at 80C overnight. The reaction solution is cooled to room temperature, and thereto are added chloroform and water, and the insoluble materials are removed by filtration through Celite. The filtrate is separated, and the organic layer is dried and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (hexane : ethyl acetate = 9: 1?7:3) to give ethyl 4-(2-{(3,5- bis-trifluoromethyl-benzyl) – [2- (5-methoxy-2 -methylsulfanil-pyrimidin-4-yl) – 5-trifluoromethyl-benzyl]-amino}-pyrimidin-5~yloxy)-butyrate (165mg). MS (m/z): 764 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis 87026-45-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; WO2007/88996; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 42839-08-7, 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.42839-08-7, name is Ethyl pyrimidine-2-carboxylate, molecular formula is C7H8N2O2, molecular weight is 152.15, as common compound, the synthetic route is as follows.

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%.

The chemical industry reduces the impact on the environment during synthesis 42839-08-7, I believe this compound will play a more active role in future production and life.

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