Day: March 25, 2022

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. 280582-23-2, name is 4-(2,4-Dichloro-5-pyrimidyl)morpholine. A new synthetic method of this compound is introduced below., Recommanded Product: 280582-23-2

[00468] 4- (2, 4-DICHLORO-PYRIMIDIN-5-YL)-MORPHOLINE (0.75 g, 3.2 mmol), 5-cyclopropyl- 1H-pyrazol-3-ylamine (0.47 g, 3.52 mmol) and triethylamine (0.90 mL, 6.41 mmol) in ethanol (10 mL) were refluxed for 4 d. After cooling, solvent was evaporated and the residue was purified by flash chromatography (SIOZ) eluted with 3: 97 methanol: dichloromethane to provide 2-CHLORO-5-MORPHOLINO-4-YL-PYRIMIDIN-4-YL)-(5-CYCLOPROPYL-LH-PYRAZOL-3-YL)- amine (0. 63 g, 61 % YIELD). 1H-NMR (500 MHz, DMSO-D6) 8 12.2 (s, 1H), 8.75 (s, 1H), 8.05 (s, 1H), 6.25 (s, 1H), 3.80 (m, 4H), 2.85 (m, 4H), 1.90 (m, 1H), 0.95 (m, 2H), 0.70 (m, 2H) ppm; MS (FIA) 321.1 (M+H), 319.2 (M-H); HPLC (method A) 2.888 min.

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, 280582-23-2, 4-(2,4-Dichloro-5-pyrimidyl)morpholine.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2004/37814; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1245506-61-9, 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. 1245506-61-9, name is 2-Chloro-5-methoxy-4-methylpyrimidine. A new synthetic method of this compound is introduced below.

To a -78 C solution of Intermediate 3B (1.60 g, 10.09 mmol) in DCM (20 mL) was added BBr3 (3.82 mL, 40.4 mmol) dropwise. The reaction mixture was allowed to slowly warm to RT and stirred for 16 h at RT, then was cautiously quenched with satd aq. NaHC03 (pH adjusted to ~4) and partitioned between EtOAc and water. The aqueous phase was extracted with EtOAc (2x); the combined organic layers were dried (MgS04) and concentrated in vacuo. The crude product was chromato graphed (40 g S1O2; continuous gradient from 0-100% EtOAc in Hexane over 15 min) to afford the title compound (1.33 g, 9.20 mmol, 91 % yield) as a white solid. NMR (400 MHz, DMSO- d6) d 10.63 (s, 1H), 8.11 (s, 1H), 2.34 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1245506-61-9, 2-Chloro-5-methoxy-4-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; SHI, Yan; WANG, Ying; CHENG, Peter Tai Wah; LI, Jun; WALKER, Steven J.; (147 pag.)WO2019/126089; (2019); A1;,
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. 1333240-17-7, name is 2-Chloro-4,5-dimethoxypyrimidine. A new synthetic method of this compound is introduced below., category: pyrimidines

a. Preparation of Compound 4-(4,5-dimethoxypyrimidin-2-yl)benzonitrile 2-Chloro-4,5-dimethoxypyrimidine (100 mg, 0.57 mmol), (4-cyanophenyl)boronic acid (126 mg, 0.86 mmol), Pd(PPh3)4 (66 mg, 0.06 mmol) and Na2C03(182 mg, 1.72 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 4 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 in vacuo and the resulting residue was flash chromatographed on silica gel eluting with 0 to 20 % EtOAc/hexaiie. This afforded 4-(4,5-dimethoxypyrimidin-2-yl)benzonitrile as a white solid (69 mg, 74%); m.p.170-172 C; 1H NMR (400 MHz, CDC13) delta 8.49 (d, J= 9 Hz, 2H), 8.18 (s, 1H), 7.76 (d, J = 9 Hz, 2H), 4.20 (s, 3H), 4.02 (s, 3H); ,3C NMR (100 MHz, CDC13) delta 159.8, 154.0, 141.8, 141.5, 137.0, 132.3, 128.0, 119.0, 113.0, 56.4, 54.2.

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, 1333240-17-7, 2-Chloro-4,5-dimethoxypyrimidine.

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

Related Products of 313339-35-4, 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. 313339-35-4, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid. A new synthetic method of this compound is introduced below.

Example 2D4,6-dichloro-2-(methylthio)pyrimidine-5-carboxamide; A mixture of the product of Example 2C (5 g, 20.9 mmol) in thionyl chloride (10 mL) was refluxed for 1 hour. After cooling to ambient temperature, the mixture was concentrated in vacuo. Tetrahydrofuran (50 mL) was added, followed by 25% aqueous ammonia (1.6 mL) at 0″C and the mixture was stirred at ambient temperature for 2 hours. Dichloromethane (100 mL) was added and the organic layer was washed with saturated aqueous sodium bicarbonate and brine, dried over sodium sulfate, filtered, and concentrated in vacuo. The crude solid was washed with petroleum ether to give the title compound. MS: 238 (M+H”1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,313339-35-4, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; ABBOTT LABORATORIES; VASUDEVAN, Anil; PENNING, Thomas; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; WU, Fengchun; SHEN, Yan; LIU, Cuihua; ZOU, Zhenguang; WO2012/97478; (2012); A1;,
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. 85386-14-7, name is Ethyl 2-phenylpyrimidine-5-carboxylate. A new synthetic method of this compound is introduced below., Computed Properties of C13H12N2O2

The corresponding 2-phenylpyrimidine-5-carboxylic acid was prepared in a yield of 80% (0.35 g) starting from ethyl 2-phenylpyrimidine-5-carboxylate in a similar manner to that described in Example 23; m.p. >220 C. (dec.).

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, 85386-14-7, Ethyl 2-phenylpyrimidine-5-carboxylate.

Reference:
Patent; Signal Pharmaceuticals, Inc.; US5811428; (1998); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1801-06-5, Adding some certain compound to certain chemical reactions, such as: 1801-06-5, name is 4-Chloro-5-fluoro-2-methoxypyrimidine,molecular formula is C5H4ClFN2O, 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 1801-06-5.

Take 40.8kg of Intermediate 4 obtained in the previous step and mix it with 15% ammonia water, pressurize it to 0.5MPa, heat it to 100-115 C, and react for 1h. After the reaction is completed, cool and crystallize, filter, dry 33.9 kg of Intermediate 5 were obtained with a yield of 94.4%;

According to the analysis of related databases, 1801-06-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zhejiang Pioneer Technology Co., Ltd.; Gao Junlong; Gao Feifei; Li Ming; Chen Xiaoping; Wei Chenhui; (8 pag.)CN108033917; (2019); B;,
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. 22404-46-2, name is 4-Chloro-N-methylpyrimidin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

To tert-butyl 4- (4- ( (E) -2- (2-methoxy-5- (4, 4, 5, 5- tetramethyl-1, 3, 2-dioxaborolan-2-yl) pyridin-3- yl) vinyl) phenyl) piperazine-1-carboxylate (191 mg, 0.37 iranol) and 4-chloro-N-methylpyrimidin-2-amine (79 mg, 0.55 mmol) in toluene (4 mL) and ethanol (2 itiL) under nitrogen was added 2M aqueous potassium carbonate (0.55 mL, 1.10 mmol) followed by palladium tetrakis (triphenylphosphine) (17 mg, 14.6 mumol) . The reaction mixture was heated at 120 0C overnight. The reaction mixture was partitioned between EtOAc (30 mL) and water (50 mL) . The organic layer was dried (MgSO4) , filtered and concentrated and the residue was purification by column chromatography (EtOAc) to give the title compound (168 mg, 91%) as a yellow solid. EPO

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, 22404-46-2, 4-Chloro-N-methylpyrimidin-2-amine.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2007/27528; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 108-53-2, 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. 108-53-2, name is 2-Aminopyrimidin-4(1H)-one. A new synthetic method of this compound is introduced below.

In a three neck IL round bottom flask equipped with reflux condenser was added 2-amino- 4(3H)-pyrimidinone A.ll (10Og, 0.9 mol) (available from Toronto Research Chemicals) followed by POCl3 (168 ml, 1.800mol) at room temperature and under an atmosphere of N2. To this was cautiously added ClSO3H (4.8ml, 72.01 mmol). The solution was heated to 950C for 4 hrs, before it was cooled to room temperature. The solution was then cooled in an ice bath before it was poured into 700ml of ice water with vigorous stirring. Adjusted the pH to ~7 with NH4OH (30% by weight) (temperature was held below 2O0C). A tan colored solid was collected by filtration. The solid was dried under vacuum at 7O0C overnight to afford 4-chloro- 2-pyrimidinamine A.12 (108g, 92%) as an off white solid.1H NMR (400 MHz, (CD)3SO) delta 8.17 (d, J = 5.2 Hz, IH), 7.07 (br s, 2H), 6.64 (d, J = 5.2 Hz, IH); ESI MS: M + H+ 130.0 m/z.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,108-53-2, 2-Aminopyrimidin-4(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; AMGEN INC.; WO2009/158011; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 13566-48-8 ,Some common heterocyclic compound, 13566-48-8, molecular formula is C7H10N2O2, 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.

(a) (4,6-dimethoxypyrimidin-2-yl)acetic acid n-Butyllithium (200 ml of 2N in pentane) was added dropwise over 30 minutes to a stirred solution of di-isopropylamine (40.4 g) in tetrahydrofuran (200 ml) at -70 C. under nitrogen. The mixture was stirred for 20 minutes and then 4,6-dimethoxy-2-methylpyrimidine (61.6 g) in tetrahydrofuran (200 ml) was added dropwise over 20 minutes. The mixture was stirred at -70 C. for 30 minutes before being poured onto a large excess of solid carbon dioxide. The mixture was allowed to warm to room temperature before water (800 ml) was added. The clear solution was concentrated to half volume under vacuum and was then washed with ether. The aqueous phase was acidified with concentrated hydrochloric acid and the resulting solid was filtered, washed with water and dried to give 58.3 g of (4,6-dimethoxypyrimidin-2-yl)acetic acid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13566-48-8, its application will become more common.

Reference:
Patent; Schering Agrochemicals Limited; US5317005; (1994); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 26893-39-0, 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 26893-39-0, name is 2-Amino-1,4,5,6-tetrahydropyrimidine Hydrochloride. This compound has unique chemical properties. The synthetic route is as follows.

1.1 2-Pyrimidin-4-yl-6,7,8,9-tetrahydro-4H-pyrimido[1,2-a]pyrimidin-4-one A mixture of 1.75g (9.0 mmol) of ethyl 3-(4-pyrimidinyl)-3-oxopropionate, (prepared according to the method described in patent DE 2705582), 5.0g (30.55 mmol) 1,4,5,6-tetrahydro-2-pyrimidinamine dihydrochloride (prepared according to US Patent No. 4,262,122) and 2.49g (18.0 mmol) of potassium carbonate in 30ml of methanol were heated at reflux temperature during 18 h. The reaction mixture was cooled and the solvent removed by evaporation. The residue obtained was treated with water and the precipitate recovered by filtration to give 1.15g (56%) of product. Mp.: 268-272C.

According to the analysis of related databases, 26893-39-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANOFI-SYNTHELABO; Mitsubishi-Tokyo Pharmaceuticals, Inc.; EP1295884; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia