methyl5-methyl-3-oxo-4-(3-(trifluoromethyl)phenyl)-3,4-dihydropyrazine-2-carboxylate

Base Information

• Chemical Name: methyl5-methyl-3-oxo-4-(3-(trifluoromethyl)phenyl)-3,4-dihydropyrazine-2-carboxylate
• CAS No.: 956907-37-2
• Molecular Formula: C14H11F3N2O3
• Molecular Weight: 312.248
• Mol file: 956907-37-2.mol

Synonyms:methyl5-methyl-3-oxo-4-(3-(trifluoromethyl)phenyl)-3,4-dihydropyrazine-2-carboxylate

Chemical Property of methyl5-methyl-3-oxo-4-(3-(trifluoromethyl)phenyl)-3,4-dihydropyrazine-2-carboxylate

Chemical Property:

• PSA: 61.19000
• LogP: 2.34630

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl5-methyl-3-oxo-4-(3-(trifluoromethyl)phenyl)-3,4-dihydropyrazine-2-carboxylate

There total 7 articles about methyl5-methyl-3-oxo-4-(3-(trifluoromethyl)phenyl)-3,4-dihydropyrazine-2-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

methanol (67-56-1) + 3-bromo-6-methyl-1-[3-(trifluoromethyl)phenyl]pyrazin-2(1H)-one (956907-59-8) + carbon monoxide (201230-82-2) → 5-Methyl-3-oxo-4-(3-trifluoromethyl-phenyl)-3,4-dihydro-pyrazine-2-carboxylic acid methyl ester (956907-37-2)

Guidance literature:

With 1,3-bis-(diphenylphosphino)propane; triethylamine; palladium diacetate; at 20 - 65 ℃; under 11251.1 Torr; Product distribution / selectivity; Inert atmosphere;

Reference yield: 85.0%

palladium diacetate (3375-31-3) + 3-bromo-6-methyl-1-[3-(trifluoromethyl)phenyl]pyrazin-2(1H)-one (956907-59-8) → 5-Methyl-3-oxo-4-(3-trifluoromethyl-phenyl)-3,4-dihydro-pyrazine-2-carboxylic acid methyl ester (956907-37-2)

Guidance literature:

With 1,3-bis-(diphenylphosphino)propane; triethylamine; In methanol; at 65 ℃; for 12h; Product distribution / selectivity;

Reference yield:

3-trifluoromethylaniline (98-16-8) → 5-Methyl-3-oxo-4-(3-trifluoromethyl-phenyl)-3,4-dihydro-pyrazine-2-carboxylic acid methyl ester (956907-37-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: triethylamine / ethyl acetate / 0 - 25 °C / Inert atmosphere

2.1: ethanol / 0 - 75 °C / Reflux

3.1: sodium bromate / ruthenium(III) trichloride hydrate / acetonitrile; water / 10 - 30 °C / Inert atmosphere

4.1: sulfuric acid / 0 - 55 °C / Inert atmosphere

5.1: phosphorus(V) oxybromide / acetonitrile / 64 - 67 °C

5.2: 0 - 10 °C

6.1: triethylamine; 1,3-bis-(diphenylphosphino)propane / palladium diacetate / 20 - 65 °C / 11251.1 Torr / Inert atmosphere

With sodium bromate; sulfuric acid; 1,3-bis-(diphenylphosphino)propane; triethylamine; phosphorus(V) oxybromide; ruthenium(III) trichloride hydrate; palladium diacetate; In ethanol; water; ethyl acetate; acetonitrile;

upstream raw materials:

methanol

3-bromo-6-methyl-1-[3-(trifluoromethyl)phenyl]pyrazin-2(1H)-one

carbon monoxide

palladium diacetate

Downstream raw materials:

5-methyl-3-oxo-4-[3-(trifluoromethyl)phenyl]-3,4-dihydropyrazine-2-carboxylic acid

methyl 6-iodo-5-methyl-3-oxo-4-[3-(trifluoromethyl)phenyl]-3,4-dihydropyrazine-2-carboxylate

N,5-dimethyl-3-oxo-4-[3-(trifluoromethyl)phenyl]-3,4-dihydropyrazine-2-carboxamide

methyl 6-bromo-5-methyl-3-oxo-4-[3-(trifluoromethyl)phenyl]-3,4-dihydropyrazine-2-carboxylate