Category: 19838-07-4

19838-07-4, name is 3-Methylpyrazin-2(1H)-one, belongs to pyrazines compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Quality Control of 3-Methylpyrazin-2(1H)-one

2-Hydroxy-3-methylpyrazine (14.94 g) was added to phosphorus oxychloride (55 mL) containing three drops of concentrated sulphuric acid and heated under reflux for one hour. The solution was allowed to cool to ambient temperature and then poured onto ice (600 g) and ether (300 mL). The mixture was stirred to effect hydrolysis of excess phosphorus oxychloride. Concentrated ammonia was added to adjust the pH of the mixture to 8, keeping the temperature below 10 C., the pH was then adjusted to 11 with sodium hydroxide (2M) and extracted with ether (3*300 mL). The combined organic extracts were dried (MgSO4). After removal of solvents, the residue was purified by MPLC (dichloromethane, silica) to give 2-chloro-3-methylpyrazine, (7.67 g). 1H NMR (DMSO-d6): delta2.6 (s, 3H), 8.4 (d, 1H, J=2 Hz), 8.55 (d, 1H, J=2 Hz). MS: 129 (M+H+)

The synthetic route of 19838-07-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zeneca Limited; US5843942; (1998); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 19838-07-4, The chemical industry reduces the impact on the environment during synthesis 19838-07-4, name is 3-Methylpyrazin-2(1H)-one, I believe this compound will play a more active role in future production and life.

[00596] Step A: To a solution of Ph3P (0.1573 g, 0.5999 mmol) and DIAD (0.1182 mL, 0.5999 mmol) in THF (5.713 mL) was added tert-butyl (3-bromo-1-((1r,4r)-4-hydroxycyclohexyl)-1H-pyrazolo[4,3-c]pyridin-6-yl)(methyl)carbamate (0.243 g, 0.5713 mmol) and 2-hydroxy-3-methylpyrazine (0.09437 g, 0.8570 mmol) and stirred overnight. One equivalent each of DIAD, Ph3P and 2-hydroxy-3-methylpyrazine were mixed in 0.5 mL THF and the THF mixture was added to the reaction, which was then stirred for1 h. The reaction mixture was partitioned between ethyl acetate (25 mL) and water (25 mL), extracted with ethyl acetate (2x10mL), washed with water (2×10 mL) and brine (10 mL), dried over Na2SO4, filtered and concentrated. The residue was purified over silica gel (5-60% EtOAc in hexanes) to afford tert-butyl (3-bromo-1-((1s,4s)-4-((3-methylpyrazin-2-yl)oxy)cyclohexyl)-1H-pyrazolo[4,3-c]pyridin-6-yl)(methyl)carbamate (0.319 g, 0.6165 mmol, 107.9 % yield).

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, 3-Methylpyrazin-2(1H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; BOYS, Mark Laurence; COOK, Adam; GAUDINO, John; HINKLIN, Ronald Jay; LAIRD, Ellen; MCNULTY, Oren T.; METCALF, Andrew T.; NEWHOUSE, Brad; ROBINSON, John E.; (545 pag.)WO2019/113190; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 19838-07-4, name is 3-Methylpyrazin-2(1H)-one, A new synthetic method of this compound is introduced below., Safety of 3-Methylpyrazin-2(1H)-one

To a solution of 3-methylpyrazin-2-ol (1.5 g, 13.62 mmol) in anhydrous DMF (20 mL) was added N-bromosuccinimide (2.67 g, 14.98 mmol) at 0 C. The reaction mixture was slowly warmed to room temperature and stirred overnight. The resulting mixture was poured into water, and extracted with IPA/DCM (1/5). The combined organics were dried over anhydrous Na2S04, filtered then concentrated. The residue was purified by column chomatography with 80% ethyl acetate/hexanes to give the title compound as white solid (1.97 g, 10.42 mmol, 77% yield).Exact mass calculated for C5H5BrN20: 188.0, found: LCMS m/z = 189.0 [M+H]+; lU NMR (400 MHz, DMSO-i ) delta ppm 2.27 (d, J = 0.5 Hz, 3H), 7.73 (s, 1H), 12.3 (s, 1H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; HAN, Sangdon; BUZARD, Daniel J.; LEHMANN, Juerg; NARAYANAN, Sanju; YUE, Dawei; WO2011/127051; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

19838-07-4, These common heterocyclic compound, 19838-07-4, name is 3-Methylpyrazin-2(1H)-one, 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-methylpyrazin-2-ol (1.5 g, 13.62 mmol) in anhydrous DMF (20 mL) was added N-bromosuccinimide (2.67 g, 14.98 mmol) at 0 C. The reaction mixture was slowly warmed to room temperature and stirred overnight. The resulting mixture was poured into water, and extracted with IPA/DCM (1/5). The combined organics were dried over anhydrous Na2S04, filtered then concentrated. The residue was purified by column chomatography with 80% ethyl acetate/hexanes to give the title compound as white solid (1.97 g, 10.42 mmol, 77% yield).Exact mass calculated for C5H5BrN20: 188.0, found: LCMS m/z = 189.0 [M+H]+; lU NMR (400 MHz, DMSO-i ) delta ppm 2.27 (d, J = 0.5 Hz, 3H), 7.73 (s, 1H), 12.3 (s, 1H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 19838-07-4.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; HAN, Sangdon; BUZARD, Daniel J.; LEHMANN, Juerg; NARAYANAN, Sanju; YUE, Dawei; WO2011/127051; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem