Month: January 2021

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. 1197953-49-3, name is (2-((2,5-Dichloropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide. This compound has unique chemical properties. The synthetic route is as follows. Safety of (2-((2,5-Dichloropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide

Compound 33 (224 mg, 0.6 mmol), compound 5 (189 mg, 0.6 mmol) and ethylene glycol monomethyl ether (3 mL) were added to a 25 mL single-necked flask equipped with a magnetic stirring and a condensing tube, and the mixture was stirred and dissolved.A hydrogen chloride isopropanol solution (0.9 mmol, 0.18 mL, 5 M) was added dropwise, and the mixture was heated to 120 C under a nitrogen atmosphere and stirred overnight. Cool to room temperature and add water(10 mL) and saturated sodium bicarbonate (5 mL), dichloromethane (15 mL¡Á3),Dry over sodium sulfate, filter, concentrate, residue over silica gel220mg, the yield is 56.2%

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, 1197953-49-3, (2-((2,5-Dichloropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide.

Reference:
Patent; Shenzhen Tajirui Bio-pharmaceutical Co., Ltd.; Wang Yihan; Li Huanyin; (67 pag.)CN109369721; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3764-01-0, 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 3764-01-0, name is 2,4,6-Trichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Take 5000ml three bottles, with mechanical mixing, condenser. Feeding: 2,4.6-trichloropyrimidine (molecular weight: 182,010 mol), 28.1 g of benzene boronic acid (molecular weight: 122, 0.23 mol), 12.0 g (0.0104 mol) of tetraphenylphenylphosphine, 60 g of potassium carbonate (0.435 mol ), Tetrahydrofuran 600ml, toluene 400ml, water 400ml. start mechanical agitation, Under the conditions of reduced pressure ventilation 3 times to maintain Ar gas protection, with TLC (thin layer chromatography) to monitor the reaction, After 8 hours of reflux, the reaction was complete. Let cool, the reaction body divided into two layers, separated from the organic layer, evaporated, The solid product was obtained and recrystallized from toluene to give 19.9 g of intermediate M2-1, molecule The amount of 266, the yield of 75%.

According to the analysis of related databases, 3764-01-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kunshan Weixinnuo Display Co., Ltd.; Tsinghua University; Beijing Weixinnuo Technology Co., Ltd.; Qiu Yong; Wang Xing; Li Yinkui; Duan Lian; Ren Xueyan; (104 pag.)CN103665014; (2017); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 114040-06-1 , The common heterocyclic compound, 114040-06-1, name is 3-Bromo-5,7-dichloropyrazolo[1,5-a]pyrimidine, molecular formula is C6H2BrCl2N3, 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.

To a solution of 3-bromo-5,7-dichloropyrazolo[l,5-a]pyrimidine (5.0 g, 19 mmol) in DCM (50 mL) was added cyclopropylmethanamine (1.48 g, 21 mmol), and DIPEA (6.6 mL, 38 mmol). The reaction was stirred at rt for 2 h. Water and DCM were added to separate the phases and the aqueous phase was extracted with DCM. The combined organic extracts were dried over NaSC>4, filtered and concentrated. The crude product was purified by flash chromatography (gradient: EtO Ac/hex 0-50%) to give the title compound as a yellow solid (5.25 g, 92%). NMR (400 MHz, CDCl3) delta ppm 7.97 (s, 1H), 6.50 (br. s, 1H), 5.97 (s, 1H), 3.25 (dd, J = 7.3, 5.5 Hz, 2H), 1.26-1.13 (m, 1H), 0.74-0.65 (m, 2H), 0.37 (q, J= 5.0 Hz, 2H); MS ESI [M + H]+ 301.0, calcd for [Ci0Hi0BrClN4 + H]+ 301.0.

The synthetic route of 114040-06-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY HEALTH NETWORK; LAUFER, Radoslaw; NG, Grace; LI, Sze-Wan; PAULS, Heinz W.; LIU, Yong; PATEL, Narendra Kumar B.; WO2015/70349; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 2802-62-2, Adding some certain compound to certain chemical reactions, such as: 2802-62-2, name is 4,6-Difluoropyrimidine,molecular formula is C4H2F2N2, 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 2802-62-2.

4-Amino-phenol (0.135 g, 1.21 [MMOL)] is added in one portion to a suspension of NaH (60% free-flowing powder moistened with oil, 58.2 mg, 1.45 mmol, 1.2 equiv) in dioxane abs. (1.4 mL), under an argon atmosphere. When hydrogen evolution subsides, a solution of 4,6- [DIFLUORO-PYRIMIDINE] (0.141 g, 1.21 [MMOL)] in dioxane (0.4 mL) is added. The resulting dark mixture is stirred for 1.5 h at rt, quenched by addition of MeOH (2 mL) and concentrated in vacuo. After addition of CH2CI2, the resulting suspension is filtered and concentrated in vacuo. The residue is purified by silica gel column chromatography [(CH2CI2/ET2O,] 90/10, then 85/15) to afford the title compound as a white solid : ES-MS: 204.0 [M+H] [+] ; single peak at [TR=] 4. 96 min (System 2); Rf = 0.30 [(CH2CI2/ET20,] 85/15).

According to the analysis of related databases, 2802-62-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2003/99771; (2003); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 4472-45-1, name is 4-Chloro-2,6-dimethylpyrimidine. A new synthetic method of this compound is introduced below., Application In Synthesis of 4-Chloro-2,6-dimethylpyrimidine

2,4-Dimethylpyrimidine-6-d (12-6-d). To a suspension of 6-chloro-2,4-dimethylpyrimidine (0.40 g, 2.8 mmol),sodium carbonate (1.50 g), 10% Pd-C (0.30 g) in methanol-d (20 mL) was passed D2 (g) for 4 hours. Kugelrohr distillation (100 oC, 1 mmHg) gave the title compound 12-6-d as a colorless liquid (0.27 g, 87%); 1H NMR (CDCl3) 2.50 (s, 3H), 2.60 (s, 3H) 7.40 (s, 1H), 8.40 (residual proton at C-6 (d, J 5.1 Hz); 13C NMR (CDCl3) 24.1 (CH3),24.7 (CH3), 118.0 (C-5), 156.9 (C-6, t, J 26.8 Hz), 167.3 (C-4), 168.2 (C-2).

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, 4472-45-1, 4-Chloro-2,6-dimethylpyrimidine.

Reference:
Article; Pavlik, James W.; Vongakorn, Tharinee; Kebede, Naod; Arkivoc; vol. 2017; 5; (2017); p. 216 – 228;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 62802-42-0 ,Some common heterocyclic compound, 62802-42-0, molecular formula is C4H2ClFN2, 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.

General procedure: Hydrazine hydrate (5 mL) and 14a (10 mmol)was added to EtOH, and the mixture was heated to 60C overnight. After cooling, the solvent was evaporated, and the residue was diluted with 50 mL water, and extracted with DCM (50 mL¡Á3). The combined organic extract was washed with brine, dried over anhydrous Na2SO4, and concentrated in vacuo to get the crude product 15a which was used in the next step without further purification. A solution of 2-hydroxybenzaldehyde (122 mg, 1 mmol) in 5 mL MeOH was added slowly to a solution of 15a (1 mmol), and the mixture was heated at 40C overnight. The residue was filtered, and washed with water, brine and petrol ether to give the product 16b. 5-fluoro-2-hydrazinylpyrimidine (15a)1H NMR (400 MHz, DMSO-d6) delta 8.40 (s, 2H), 8.22 (s, 1H), 4.14 (s, 2H). ESI-ms (m/z): 129.1[M+H]+

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. 62802-42-0, 2-Chloro-5-fluoropyrimidine, other downstream synthetic routes, hurry up and to see.

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

Related Products of 22536-65-8, Adding some certain compound to certain chemical reactions, such as: 22536-65-8, name is 2-Chloro-5-methoxypyrimidine,molecular formula is C5H5ClN2O, 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 22536-65-8.

A MW reaction vessel was charged with 2-chloro-5- methoxypyrimidine (0.817 g, 5.65 mmol) and 25percent NH3(aq). The vessel was capped and heated to 150 0C for 3h. The mixture was evaporated to dryness. The resulting material was dissolved in CH2Cl2MeOH (1 : 1) and adsorbed onto silica. Purification by flash CC (eluent: 50-100 percent EtOAc in heptane) gave the title compound as colorless crystals (386 mg, 55percent). 1H NMR (400 MHz, dmso-d6) delta 8.02 (s, IH), 6.06 (br s, IH), 3.71 (s, 3H).

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. 22536-65-8, 2-Chloro-5-methoxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACADIA PHARMACEUTICALS INC.; WO2008/141239; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 49844-90-8, 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 49844-90-8, name is 4-Chloro-2-(methylthio)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

4-Chloro-2-(methylthio)pyrimidine (24.5g, 153 [MMOL)] was added slowly to [HL] (100 mL, 30% in H2O). The reaction was stirred at RT for about 14 hours. The mixture was neutralized with aqueous NaHCO3. The solid was collected by filtration and dried under vacuum to give the title compound as a white solid (35g, 91 %).

According to the analysis of related databases, 49844-90-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2004/35588; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1316216-05-3, Ethyl 2-(diphenylamino)pyrimidine-5-carboxylate, 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, Quality Control of Ethyl 2-(diphenylamino)pyrimidine-5-carboxylate, blongs to pyrimidines compound. Quality Control of Ethyl 2-(diphenylamino)pyrimidine-5-carboxylate

2N NaOH (200 ml) was added to a solution of compound 3 (3.0 g, 9.4 mmol) in EtOH (200 ml). The mixture was stirred at 60 C for 30min. After evaporation of the solvent, the solution was neutralized with 2N HCl to give a white precipitate. The suspension was extracted with EtOAc (2 chi 200 ml), and the organic layers were separated, washed with water (2 chi 100 ml), brine (2 chi 100 ml), and dried over Na2SO4. Removal of the solvent gave a brown solid (2.5 g, 92 %).

The synthetic route of 1316216-05-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.,; ACETYLON PHARMACEUTICALS, INC.,; WONG, Kwok-kin; LIU, Yan; ADEEGBE, Dennis, O.; QUAYLE, Steven, Norman; (97 pag.)WO2017/214565; (2017); A1;,
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.1439-09-4, name is 5-Bromo-4-methylpyrimidine, molecular formula is C5H5BrN2, molecular weight is 173.01, as common compound, the synthetic route is as follows.Recommanded Product: 1439-09-4

Example 277-(4-Methylpyrimidin-5-yl)-3-(pyrazin-2-yl)benzo[d]isoxazole [00184] A reaction flask was charged with tetrakis(triphenylphosphine)palladium(0) (4.45 mg, 3.85 muiotaetaomicron?), Preparation 25A (24.88 mg, 0.077 mmol), sodium carbonate (32.6 mg, 0.308 mmol), and 5-bromo-4-methylpyrimidine (13.99 mg, 0.081 mmol). The mixture was stirred at room temperature for 10 min under N2, then DME (Ratio: 2.0, Volume: 287 mu?), EtOH (Ratio: 1.000, Volume: 144 mu?), and water (Ratio: 1.000, Volume: 144 mu?) were added sequentially. The resultant mixture was heated at 90 C overnight. After 19 hr, the reaction mixture was allowed to cool to room temperature. The reaction was quenched with water. The reaction mixture was diluted with EtOAc. The layers were separated and the aqueous phase was extracted with EtOAc (3X). The organic phases were combined, dried over Na2S04, filtered, and concentrated to afford a residue. The crude material was purified via preparative LC/MS with the following conditions: Column: Waters XBridge CI 8, 19 x 250 mm, 5-muiotaeta particles; Guard Column: Waters XBridge CI 8, 19 x 10 mm, 5-muiotaeta particles; Mobile Phase A: 5:95acetonitrile:water with 10-mM ammonium acetate; Mobile Phase B: 95:5acetonitrile:water with 10-mM ammonium acetate; Gradient: 5-100% B over 25 minutes, then a 5-minute hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation. The material was further purified via preparative LC/MS with the following conditions: Column: Waters XBridge C18, 19 x 250 mm, 5-muiotaeta particles; Guard Column: Waters XBridge C18, 19 x 10 mm, 5- muiotaeta particles; Mobile Phase A: 5:95 acetonitrile:water with 10-mM ammonium acetate; Mobile Phase B: 95:5 acetonitrile:water with 10-mM ammonium acetate; Gradient: 15- 50% B over 25 minutes, then a 5-minute hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation to afford the title compound (1.4 mg, 6.2%). ESI MS (M+H)+ = 290.0. HPLC Peak tr = 1.78 minutes. Purity >99%. HPLC Conditions: B.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1439-09-4, 5-Bromo-4-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; HUANG, Audris; VELAPARTHI, Upender; LIU, Peiying; WO2013/49263; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia