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

Base Information

• Chemical Name: methyl 6-iodo-5-methyl-3-oxo-4-[3-(trifluoromethyl)phenyl]-3,4-dihydropyrazine-2-carboxylate
• CAS No.: 956907-50-9
• Molecular Formula: C₁₄H₁₀F₃IN₂O₃
• Molecular Weight: 438.145
• Mol file: 956907-50-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about methyl 6-iodo-5-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: 46.0%

5-Methyl-3-oxo-4-(3-trifluoromethyl-phenyl)-3,4-dihydro-pyrazine-2-carboxylic acid methyl ester (956907-37-2) → methyl 6-iodo-5-methyl-3-oxo-4-[3-(trifluoromethyl)phenyl]-3,4-dihydropyrazine-2-carboxylate (956907-50-9)

Guidance literature:

With N-iodo-succinimide; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 5h;

Reference yield:

3-bromo-6-methyl-1-[3-(trifluoromethyl)phenyl]pyrazin-2(1H)-one (956907-59-8) → methyl 6-iodo-5-methyl-3-oxo-4-[3-(trifluoromethyl)phenyl]-3,4-dihydropyrazine-2-carboxylate (956907-50-9)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / palladium diacetate; triphenylphosphine / 4 h / 90 °C / 4560.31 Torr

2: N-iodo-succinimide; trifluoroacetic acid / dichloromethane / 5 h / 20 °C / in the dark

With N-iodo-succinimide; triethylamine; trifluoroacetic acid; palladium diacetate; triphenylphosphine; In dichloromethane;

Reference yield:

N-(2-hydroxypropyl)-N'-[3-(trifluoromethyl)-phenyl]ethanediamide (433241-66-8) → methyl 6-iodo-5-methyl-3-oxo-4-[3-(trifluoromethyl)phenyl]-3,4-dihydropyrazine-2-carboxylate (956907-50-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium bromate / ruthenium trichloride / water; acetonitrile / 1 h

2.1: sulfuric acid / acetic acid / 3 h / 100 °C / Sealed vial

2.2: pH 6 - 7

3.1: Oxalyl bromide / N,N-dimethyl-formamide / 1,2-dichloro-ethane / sealed vial

4.1: triethylamine / palladium diacetate; triphenylphosphine / 4 h / 90 °C / 4560.31 Torr

5.1: N-iodo-succinimide; trifluoroacetic acid / dichloromethane / 5 h / 20 °C / in the dark

With sodium bromate; N-iodo-succinimide; Oxalyl bromide; triethylamine; trifluoroacetic acid; ruthenium trichloride; palladium diacetate; sulfuric acid; N,N-dimethyl-formamide; triphenylphosphine; In dichloromethane; water; acetic acid; 1,2-dichloro-ethane; acetonitrile;

upstream raw materials:

5-Methyl-3-oxo-4-(3-trifluoromethyl-phenyl)-3,4-dihydro-pyrazine-2-carboxylic acid methyl ester

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

6-methyl-1-[3-(trifluoromethyl)phenyl]-1,4-dihydropyrazine-2,3-dione

N-(2-oxopropyl)-N'-[3-(trifluoromethyl)-phenyl]ethanediamide

Downstream raw materials:

6-(2-chloro-pyridin-3-yl)-5-methyl-3-oxo-4-(3-trifluoromethyl-phenyl)-3,4-dihydro-pyrazine-2-carboxylic acid methyl ester

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