Tag: M.W:100-200

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. 33034-67-2, name is 2-Chloro-4-(trifluoromethyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2-Chloro-4-(trifluoromethyl)pyrimidine

General procedure: To a solution of D47 (4.86 mmol) in DMF (8 mL), K2CO3 (8.68 mmol) and Ar1-X (where X is2-chloro or fluoro; 5.8 mmol) were added. The reaction mixture was heated at 80-130 ¡ãC until complete conversion of the starting material. The resulting mixture was poured into aqueous solution of NH4Cl and extracted with AcOEt. The organic layer was dried andconcentrated to obtain a crude mixture which was purified by silica gel chromatography (cyclohexane/ethyl acetate from 10/0 to 8/2) to give the title compound as single diasteroisomer.

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, 33034-67-2, 2-Chloro-4-(trifluoromethyl)pyrimidine.

Reference:
Patent; ROTTAPHARM SPA; STASI, Luigi Piero; ROVATI, Lucio; WO2013/139730; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4983-28-2, 2-Chloro-5-hydroxypyrimidine, 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, 4983-28-2, blongs to pyrimidines compound. Recommanded Product: 4983-28-2

To a solution of 2-((6-(tert-butylsulfonyl)-4-((4,5-dimethyl-lH-pyrazol-3-yl)amino)quinazolin-7- yl)oxy)ethanol (247 mg, 0.589 mmol) in THF (5 mL) was added 2-chloropyrimidin-5-ol (85 mg, 0.648 mmol), triphenylphosphine (232 mg, 0.883 mmol) and DIAD (0.172 mL, 0.883 mmol) and the reaction was stirred at 20 ¡ãC under an atmosphere of nitrogen for 42 hours. The reaction was concentrated, and the residue was subjected directly to purification by flash chromatography (60g pre-packed C-18 SNAP cartridge: 5percent to 30percent acetonitrile (0.1percent formic acid) in water (0.1percent formic acid)). The desired fractions were combined and concentrated to afford the title compound (167 mg, 0.31 mmol, 53.3 percent yield). LCMS RT= 0.73 min, ES+ve 532.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4983-28-2, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CASILLAS, Linda N.; HARLING, John David; MIAH, Afjal Hussain; SMITH, Ian Edward David; RACKHAM, Mark David; (204 pag.)WO2017/182418; (2017); 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. 271-70-5, name is 7H-Pyrrolo[2,3-d]pyrimidine, the common compound, a new synthetic route is introduced below. Product Details of 271-70-5

A mixture of ethyl 2-(6-bromo-2-(4-methoxybenzyl)-3-oxoisoindolin-1-yl)acetate (3, 439 mg, 1.05 mmol), 7H-pyrrolo[2,3-d]pyrimidine (4, 125 mg, 1.05 mmol), tris(dibenzylideneacetone)dipalladium(0) (97 mg, 0.10 mmol), XantPhos (61 mg, 0.10 mmol), and cesium carbonate (752 mg, 2.31 mmol) in 1,4-dioxane (25 mL) was purged with argon for 5 min. The reaction was stirred at 110 C. for 16 h. Upon cooling, the reaction mixture was diluted with ethyl acetate, washed with half saturated aqueous sodium bicarbonate solution, and then with brine. The organic layer was dried over magnesium sulfate, filtered and concentrated. The crude product was purified via column chromatography (silica, methanol/dichloromethane gradient from 0-5% to afford ethyl 2-(2-(4-methoxybenzyl)-3-oxo-6-(7H-pyrrolo[2,3-d]pyrimidin-7-yl)isoindolin-1-yl)acetate (5). Yield: 333 mg, 70%; MS (ESI) m/z 457.4[M+1]+.

The synthetic route of 271-70-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EFFECTOR THERAPEUTICS, INC.; Sprengeler, Paul A.; Reich, Siegfried H.; Ernst, Justin T.; Webber, Stephen E.; (55 pag.)US2017/121339; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 211244-81-4, 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. 211244-81-4, name is 2-(Methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one, molecular formula is C8H7N3OS, 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 52-MethanesuIfinyl-8H-pyrido[2,3-d]pyrimidin-7-one; To a suspension of 2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one (WO 9833798 A2, 5.0 g, 25.9 mmol) in CH2Cl2 (100 mL), CHCl3 (50 mL) and MeOH (10 mL, the starting material still did not dissolve) was added the oxaziridine (8.11 g, 31.05 mmol, 1.2 equiv) as a solid. The reaction became homogenous after 3 h and was stirred overnight at RT. The reaction was concentrated and CH2Cl2ZMeOH was added to dissolve the residue. Much of the solid did not dissolve so the mixture was filtered to give 2-Methanesulfinyl-8H-pyrido[2,3-d]pyrimidin-7-one, as an off-white solid (2.31 g, 11.04 mmol, 43%). MS: APCI: M+l: 210.1 (Exact Mass: 209.03).

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 211244-81-4, 2-(Methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2006/90272; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 14080-59-2 ,Some common heterocyclic compound, 14080-59-2, molecular formula is C6H3ClN2S, 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.

Examples 308 and 309 Synthesis of 6-bromo-4-chlorothieno[2,3-d]pyrimidine and 6-bromo-2-butyl-4-chlorothieno[2,3-d]pyrimidine n-BuLi (1.6 M in hexane, 1.9 ml, 2.5 mmol) in THF (8 ml) was cooled to -78 C. 4-Chlorothieno[2,3-d]pyrimidine (0.34 g, 2.0 mmol) was dissolved in THF (2 ml) and slowly added to the reaction mixture over 5 minutes. After 20 min, CBr4 (0.73 g, 2.2 mmol) in THF (3 ml) was slowly added to the reaction mixture. The temperature was maintained at -78 C. for 20 minutes and then warmed to room temperature for 2 hours. The mixture was poured into water and extracted with chloroform, dried over sodium sulfate, and concentrated in vacuo. The crude residue was purified by silica gel chromatography (EtOAc/hexane 40:1) to yield two pure compounds a white solid (example 203: 0.13 g, 25% and example 204: 0.16 g, 26%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14080-59-2, its application will become more common.

Reference:
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN, K.U.LEUVEN R&D; De Jonghe, Steven; Gao, Ling-Jie; Herdewijn, Piet; Herman, Jean; Jang, Miyeon; Leyssen, Pieter; Louat, Thierry; Neyts, Johan; Pannecouque, Christophe; Vanderhoydonck, Bart; US2013/190297; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 271-70-5, 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, 271-70-5, blongs to pyrimidines compound. category: pyrimidines

General procedure: Procedure C: A solution of 4-methyl-7H-pyrrolo[2,3-d]pyrimidine (1, 0.4 g, 3.0 mmol), 5-bromo-2-(4-methoxybenzyl) isoindolin-1-one (2, 1.0 g, 4.5 mmol) and potassium phosphate (1.91 g, 9.0 mmol) in 1, 4-dioxane (15 ml) was degassed with nitrogen for 10 min. Copper (I) iodide (0.28 g, 1.5 mmol) and trans-1, 2-diaminocyclohexane (0.17 g, 1.5 mmol) were added and the reaction was refluxed at 90 C. for 16 h. Progress of the reaction was monitored by TLC. After completion, solvent was removed under reduced pressure. The reaction mixture was diluted with water and extracted twice with ethyl acetate. The organic layer was separated, dried over sodium sulphate, filtered and concentrated under reduced pressure to afford 2-(4-methoxybenzyl)-5-(4-methyl-7H-pyrrolo [2, 3-d] pyrimidin-7-yl) isoindolin-1-one (3) as a yellow solid. Yield: 0.55 g, 47%;

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,271-70-5, its application will become more common.

Reference:
Patent; EFFECTOR THERAPEUTICS, INC.; Sprengeler, Paul A.; Reich, Siegfried H.; Ernst, Justin T.; Webber, Stephen E.; (55 pag.)US2017/121339; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 5750-76-5, 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. 5750-76-5, name is 2,4,5-Trichloropyrimidine. A new synthetic method of this compound is introduced below.

General procedure: A solution of 2,4,5-trichloropyrimidine(1.82 g, 10 mmol), (2-aminophenyl)dimethylphosphine oxide(1.69 g, 10 mmol) and N,N-diisopropylethylamine (1.94 g, 15 mmol)in propan-2-ol (25 mL) was heated under reflux for 12 h. The solvent was removed by evaporation and the residue was dissolvedin CH2Cl2 (100 mL). The solution was washed with water andsaturated sodium chloride solution and dried, filtered andconcentrated. The residuewas purified by flash chromatography onsilica gel (0e2% MeOH in DCM) to afford compound 51l (1.60 g,50%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5750-76-5, 2,4,5-Trichloropyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Chen, Yongfei; Wu, Jiaxin; Wang, Aoli; Qi, Ziping; Jiang, Taoshan; Chen, Cheng; Zou, Fengming; Hu, Chen; Wang, Wei; Wu, Hong; Hu, Zhenquan; Wang, Wenchao; Wang, Beilei; Wang, Li; Ren, Tao; Zhang, Shanchun; Liu, Qingsong; Liu, Jing; European Journal of Medicinal Chemistry; vol. 139; (2017); p. 674 – 697;,
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. 4433-40-3, name is 5-(Hydroxymethyl)pyrimidine-2,4(1H,3H)-dione, the common compound, a new synthetic route is introduced below. Quality Control of 5-(Hydroxymethyl)pyrimidine-2,4(1H,3H)-dione

To a suspension of 5-(hydroxymethyl)pyrimidine-2,4(1H,3H)-dione (35.0 g, 246.3 mmol) in toluene (100 mL) was added POCl3 (105 mL, 1147 mmol) followed by slow addition of DIPEA (120 mL, 689 mmol), the mixture was tirred at 110-120 oC for 8 h. Then the reaction mixture was poured to a mixture of water (100 mL) and ethyl acetate (200 mL), extracted with ethyl acetate (1 L ¡Á 2), washed with brine (200 mL ¡Á 3), died with Na2SO4. Purified by silica gel (DCM) to give 2,4-dichloro-5- (chloromethyl)pyrimidine as light yellow solid (22 g), yield 46percent. LC/MS (ESI) m/z = 197 (M + H) +.

The synthetic route of 4433-40-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE BROAD INSTITUTE, INC.; DANA-FARBER CANCER INSTITUTE, INC.; THE GENERAL HOSPITAL CORPORATION D/B/A MASSACHUSETTS GENERAL HOSPITAL; GRAY, Nathanael, S.; LIANG, Yanke; CHOI, Hwan, Geun; SUNDBERG, Thomas; SHAMJI, Alykhan; XAVIER, Ramnik; FISHER, David E.; (251 pag.)WO2018/9544; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 137234-74-3, 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. 137234-74-3, name is 4-Chloro-6-ethyl-5-fluoropyrimidine. A new synthetic method of this compound is introduced below.

PREPARATION EXAMPLE 19: Preparation of 4-(1-Bromoethyl)-6-chloro-5-fluoropyrimidine A solution of 5 g of 6-chloro-4-ethyl-5-fluoropyrimidine, 6.65 g of NBS, and 0.51 g of AIBN in 50 ml of methylene chloride was stirred for 12 hrs under reflux. The reaction was cooled to room temperature and added with 30 ml of pure water. The organic layer was obtained, and the aqueous fraction was extracted with 30 ml of methylene chloride. The organic layers thus obtained were pooled and washed with 30 ml of 10 % sodium metabisulfite, and then with pure water. After dehydration with a desiccant, the obtained product was concentrated under reduced pressure to afford 6.95 g of the title compound (Yield: 95.1%). 1H NMR (CDCl3) delta 8.80(s, 1H), 5.35(q, 1H), 2.08(d, 3H) ppm

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,137234-74-3, its application will become more common.

Reference:
Patent; Boryung Pharmaceutical Co., Ltd.; KIM, Ji Han; KIM, Je Hak; LEE, Joon Kwang; JUNG, Hahn-Sun; HAN, Nam Seok; PARK, Yong; KANG, Seung-Hoon; JEONG, Hee Jin; LEE, Kyung-Tae; CHOI, Hye Eun; CHI, Yong Ha; LEE, Joo Han; PAIK, Soo Heui; EP2754655; (2014); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 22536-61-4, 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. 22536-61-4, name is 2-Chloro-5-methylpyrimidine, molecular formula is C5H5ClN2, 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.

0.40 g of 2-chloro-5-methylpyrimidine was dissolved in 15 ml of carbontetrachloride and then added with 0.83 g of N-bromosuccinimide and 0.05 g of azobisisobutyronitrile, followed by heating under reflux for 8 hours. The reaction mixture was cooled down to room temperature and then filtrated, followed by the filtrate being concentrated under reduced pressure. The residue was subjected to a silica gel column chromatography to obtain 0.27 g of 5-bromomethyl-2-chloropyrimidine represented by above formula.1H-NMR (CDCl3, TMS) , delta (ppm) : 4.43 (2H, s), 8.67 (2H, s)

According to the analysis of related databases, 22536-61-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sumitomo Chemical Company, Limited; EP1555259; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia