Day: March 9, 2021

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.24415-66-5, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, molecular formula is C6H5ClN4, molecular weight is 168.58, as common compound, the synthetic route is as follows.name: 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine

Adding 85 mg (about 0.5 mmol) to a 10 mL microwave reaction tube.7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, 414 mg (about 1.5 mmol) of 1-(4-(trifluoromethyl)benzyl)-1H-indole, 14 mg (about 10 mol%) of the catalyst bistrifluoromethylsulfonimide and 1 mL of the solvent HFIP, and then the microwave reaction tube was sealed.Then, the reactant in the microwave reaction tube was stirred at 100 C for 6 hours, and the solvent was distilled off under reduced pressure.And purified by column chromatography using DCM / MeOH as eluent to afford about 139 mg of pure product e16 as a white solid, yield 68%;

At the same time, in my other blogs, there are other synthetic methods of this type of compound,24415-66-5, 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Zhengzhou University; Liu Hongmin; Yu Bin; Yuan Shuo; Wang Shuai; Li Zhonghua; (21 pag.)CN109180684; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.695-86-3, name is 5-Methoxypyrimidin-4-amine, molecular formula is C5H7N3O, molecular weight is 125.13, as common compound, the synthetic route is as follows.SDS of cas: 695-86-3

General procedure: Synthesis of 2-methyl-5-((9-((2-(trimethylsilyl)ethoxy)methyl)-9H-purin-6-yl)amino)isoindolin-1-one (4) Procedure A: A mixture of 9-((2-(trimethylsilyl)ethoxy)methyl)-9H-purin-6-amine (3, 0.10 g, 0.37 mmol), 5-bromo-2-methylisoindolin-1-one (2, 0.10 g, 0.45 mmol), sodium tert-butoxide (54 mg, 0.56 mmol) and XPhos (5 mg, 0.01 mmol) in toluene (10 mL) was degassed with argon for 30 min. Tris(dibenzylideneacetone)dipalladium(0) (20 mg, 0.022 mmol) was added under argon atmosphere and the reaction mixture was heated at 100 C. for 12 h. After completion of the reaction, the reaction mixture was filtered through celite pad and the filtrate was concentrated. The crude residue was purified by silica gel column chromatography using 0-10% ethyl acetate in hexanes as eluent to afford 2-methyl-5-((9-((2-(trimethylsilyl)ethoxy)methyl)-9H-purin-6-yl)amino)isoindolin-1-one (4). Yield: 0.11 g, 71%; MS (ESI) m/z 411 [M+1]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,695-86-3, 5-Methoxypyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; eFFECTOR Therapeutics, Inc.; Sprengeler, Paul A.; Reich, Siegfried H.; Ernst, Justin T.; Webber, Stephen E.; Shaghafi, Mike; Murphy, Douglas; Tran, Chinh; (131 pag.)US10112955; (2018); B2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 13036-50-5 , The common heterocyclic compound, 13036-50-5, name is 2-Chloro-4-phenylpyrimidine, molecular formula is C10H7ClN2, 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.

Man erhitzte 0, 80 g (4, 20 MMOL) 2-CHLOR-4-PHENYLPYRIMIDIN AUS BEISPIEL 24. 1 in 3, 20 ml konz. HCI 1 Stunde auf 100 C. Anschliessend engte man den Ansatz ein, suspendierte ihn in Methylenchlorid und engte erneut ein. Ausbeute : 0, 83 g. ESI-MS : 174, 3, [M+H+] = 173, 2 ;

The synthetic route of 13036-50-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT GMBH & CO. KG; WO2004/80981; (2004); 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. 444731-75-3, name is N-(2-Chloropyrimidin-4-yl)-N,2,3-trimethyl-2H-indazol-6-amine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 444731-75-3

A 250-mL 3-necked flask equipped with a magnetic stir bar, thermometer, reflux condenser, and nitrogen inlet/outlet was charged with ethanol (60 mL, 10 volumes), the product of Intermediate Example 4 (6.00 g, 20.85 mmol, 1.0 equiv) and 5-amino-2- methylbenzenesulfonamide (4.00 g, 21.48 mmol, 1.03 equiv) with stirring. The reaction mixture was heated to 70 0C. After stirring the reaction mixture at 68 – 72 0C for 3 hrs, 4M HCI in dioxane (0.11 mL, 0.44 mmol, 0.02 equiv) was charged over ca. 2 min. The reaction mixture was stirred at 68 – 72 0C until < 1.5% by area of the starting product of Intermediate Example 4 was remaining by HPLC analysis (Typically, this reaction is complete in > 8 hrs). The reaction mixture was cooled to 20 0C over ca. 30 min and stirred at 20 – 22 0C for 40 min. The product was then isolated by filtration and the filter cake washed with ethanol (20 mL, 3.3 volumes). The wet cake was dried under vacuum at 45 – 50 0C. The monohydrochloride salt of 5-({4-[(2,3-dimethyl-2/-/-indazol- 6-yl)(methyl)amino]-pyrimidin-2-yl}amino)-2-methylbenzenesulfonamide (9.52 g, 96.4%) was isolated as a white solid. 1H NMR (400 MHz, d6DMSO+NaHCO3) delta 9.50 (br s, 1 H), 8.55 (br s, 1 H), 7.81 (d, J = 6.2 Hz, 1 H), 7.75 (d, J = 8.7 Hz, 1 H), 7.69 (m, 1 H), 7.43 (s, 1 H), 7.23 (s, 2H), 7.15 (d, J = 8.4 Hz1 1 H), 6.86 (m, 1 H)1 5.74 (d, J = 6.1 Hz, 1 H), 4.04 (s, 3H), 3.48 (s, 3H), 2.61 (s, 3H)1 2.48 (s, 3H). MS (ES+, m/z) 438 (M+H).

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, 444731-75-3, N-(2-Chloropyrimidin-4-yl)-N,2,3-trimethyl-2H-indazol-6-amine.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/20564; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 2927-71-1, 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.2927-71-1, name is 2,4-Dichloro-5-fluoropyrimidine, molecular formula is C4HCl2FN2, molecular weight is 166.9685, as common compound, the synthetic route is as follows.

A solution of morpholine(870 mg, 10 mmol) in 10 mL EtOH was added slowly to a cooled solution of 18 (1.84g,11 mmol) and K2CO3 (2.76 g, 20 mmol) in EtOH (30 mL), and the mixture wasstirred for about 30 min at 0oC. Stirring was continued for 4h at room temperature andthe reaction was monitored by TLC. The reaction mixture was concertrated, dilutedwith ethyl acetate, washed, intandem, with water and brine. The organic phase wasdried, filtered and concentratedin vacuo to give the title compound (1.87 g) which wasused in the next step without further purification, yield 86%.

The chemical industry reduces the impact on the environment during synthesis 2927-71-1, I believe this compound will play a more active role in future production and life.

Reference:
Article; Wu, Xiaoai; Fang, Zhen; Yang, Bo; Zhong, Lei; Yang, Qiuyuan; Zhang, Chunhui; Huang, Shenzhen; Xiang, Rong; Suzuki, Takayoshi; Li, Lin-Li; Yang, Sheng-Yong; Bioorganic and Medicinal Chemistry Letters; vol. 26; 9; (2016); p. 2284 – 2288;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 659729-09-6, 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.659729-09-6, name is 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine, molecular formula is C11H6ClF3N2, molecular weight is 258.63, as common compound, the synthetic route is as follows.

EXAMPLE 4 N-(5,6,7,8-Tetrahydronaphthalen-1-yl)-6-(4-(trifluoromethyl)phenyl)-pyrimidin-4-amine A mixture of 4-chloro-6-(4-(trifluoromethyl)phenyl) pyrimidine, Example 1(a), (0.26 g, 1.0 mmol) and 1,2,3,4-tetrahydro-1-naphthylamine (0.15 g, 1.0 mmol, Aldrich) in EtOH (1 mL) was heated in a microwave synthesizer at 120 C. for 15 min. The reaction mixture was evaporated under reduced pressure and the residue was dissolved in DCM. The DCM solution was washed with 10% sodium carbonate, dried over sodium sulfate and filtered. The filtrate was evaporated under reduced pressure and the residue purified by silica gel column chromatography (2:1:1 hexane/EtOAc/CHCl3) to give the title compound as an off-white amorphous solid. MS (ESI, pos. ion) m/z: 370.

The chemical industry reduces the impact on the environment during synthesis 659729-09-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Doherty, Elizabeth M.; Katon, Jodie; Norman, Mark H.; Retz, Daniel M.; Wang, Xianghong; Bo, Yunxin Y.; Tamayo, Nuria; Nishimura, Nobuko; Liao, Hongyu; US2006/241296; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 149849-94-5, Adding some certain compound to certain chemical reactions, such as: 149849-94-5, name is Methyl 2-chloropyrimidine-4-carboxylate,molecular formula is C6H5ClN2O2, 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 149849-94-5.

To a solution of methyl 2-chloropyrimidine-4-carboxylate (30.00 g, 173.84 mmol) in dioxane (300 mL) was added TEA (26.39 g, 260.77 mmol) and ()-1-phenylethanamine(25.28 g, 208.61 mmol). After addition, it was heated at 50C for 4 h. TLC indicated that the reaction was completed. The solvent was removed by concentration in vacuo and residue was dissolved in ethyl acetate (200 mL), washed by water (100 mL x 2) and brine (100 mL). The separated organic layer was dried over sodium sulfate, filtered and concentrated. The crude product was purified by silica gel column chromatography (eluted by DCM : MeOH = 60:1)to give desired product as light yellow solid (38.00 g, yield 85.0%).

According to the analysis of related databases, 149849-94-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SHANGHAI METON PHARMACEUTICAL CO., LTD; YANG, Jibin; (67 pag.)WO2018/95344; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 767-15-7, 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.767-15-7, name is 2-Amino-4,6-dimethylpyrimidine, molecular formula is C6H9N3, molecular weight is 123.16, as common compound, the synthetic route is as follows.

General procedure: To a stirred mixture of 4-methylbenzaldehyde (1 mmol, 0.120 g) and N,N,N’,N’-tetrabromobenzene-1,3-disulfonamide [TBBDA] (0.05 g, 0.09 mmol) or poly(N-bromo-N-ethyl-benzene-1,3-disulfonamide) [PBBS] (0.12 g) at room temperature, was added 2-amino-4,6-dimethylpyrimidin (1 mmol, 0.123 g). Then, indole (1 mmol, 0.12 g) was added to the mixture after 10 min. The progress of the reaction was monitored by TLC (n-hexane/acetone, 17:2). After completion of the reaction, EtOH (5 mL) was added to the reaction mixture and the colorless precipitate was filtered (after evaporation of the ethanol, cool methylene dichloride (2 mL) was added, and the catalyst was recovered), washed with EtOH and dried and purified by recrystallization from ethanol.

Statistics shows that 767-15-7 is playing an increasingly important role. we look forward to future research findings about 2-Amino-4,6-dimethylpyrimidine.

Reference:
Article; Ghorbani-Vaghei, Ramin; Shahbazi, Hajar; Toghraei-Semiromi, Zahra; Comptes Rendus Chimie; vol. 17; 2; (2014); p. 118 – 123;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 39906-04-2, Adding some certain compound to certain chemical reactions, such as: 39906-04-2, name is 4,6-Dichloro-2-methylpyrimidin-5-amine,molecular formula is C5H5Cl2N3, 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 39906-04-2.

4-Chloro-6-(2-fluoro-4-trifluoromethyl-phenyl)-2-methyl-pyhmidin-5-ylamine (Intermediate compound 4) To a solution of commercially available 5-amino-4,6-dichloro-2- methylpyrimidine (2.500 g, 15.2444 mmol) in DME (100 ml) and water (20 ml), 2- fluoro-4-(thfluoromethyl)phenylboronic acid (3.1696 g, 15.2444 mmol) and sodium carbonate (4.847 g, 45.7332 mmol) were added. The reaction mixture was degassed and kept under nitrogen atmosphere during the entire course of the reaction. Palladium (II) (bistriphenylphosphine)dichlohde (0.535 g, 0.7622 mmol) was added and the resulting reaction mixture, heated at 9O0C for 8 hrs, was worked up by addition of water and extraction with AcOEt. The organic phase, dried over anhydrous MgSO4, afforded upon evaporation a dark oily residue (-4.5 g), which was purified by preparative HPLC, to afford 1.21 O g (-26% yield) of the pure title compound.

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. 39906-04-2, 4,6-Dichloro-2-methylpyrimidin-5-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NEUROSEARCH A/S; WO2009/112461; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3438-46-8, 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: 3438-46-8, blongs to pyrimidines compound. SDS of cas: 3438-46-8

A mixture of 4-methylpyrimidine (22) (10 g, 106 mmol), N,Ndimethylformamidedimethylacetal (DMFDMA) (38 g, 319 mmol)and DMF (46.6 g, 637 mmol) was stirred in a sealed-tube at140 C for 24 h. After cooling, the solution was evaporated in vacuoto yield the title compound 23 (15.08 g, 95%). 1H NMR (CDCl3) d:8.73 (br s, 1H), 8.22 (d, J = 5.5 Hz, 1H), 7.77 (d, J = 12.9 Hz, 1H),6.72 (dd, J = 5.5, 12.9 Hz, 1H), 5.00 (d, J = 12.9 Hz, 1H), 2.96 (s, 6H).

The synthetic route of 3438-46-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hasumi, Koichi; Sato, Shuichiro; Saito, Takahisa; Kato, Jun-Ya; Shirota, Kazuhiko; Sato, Jun; Suzuki, Hiroyuki; Ohta, Shuji; Bioorganic and Medicinal Chemistry; vol. 22; 15; (2014); p. 4162 – 4176;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia