5-amino-2-cyano-4-fluorobenzoate methyl ester

Base Information

• Chemical Name: 5-amino-2-cyano-4-fluorobenzoate methyl ester
• CAS No.: 1036389-88-4
• Molecular Formula: C₉H₇FN₂O₂
• Molecular Weight: 194.165
• Mol file: 1036389-88-4.mol

Synonyms:5-amino-2-cyano-4-fluorobenzoate methyl ester

Chemical Property of 5-amino-2-cyano-4-fluorobenzoate methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of 5-amino-2-cyano-4-fluorobenzoate methyl ester

There total 5 articles about 5-amino-2-cyano-4-fluorobenzoate methyl ester 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: 55.4%

5-amino-2-bromo-4-fluorobenzoate methyl ester (1036389-86-2) + copper(I) cyanide (544-92-3) → 5-amino-2-cyano-4-fluorobenzoate methyl ester (1036389-88-4)

Guidance literature:

In N,N-dimethyl-formamide; at 180 ℃; for 0.166667h; Microwave irradiation;

Reference yield: 18.0%

→ 5-amino-2-cyano-4-fluorobenzoate methyl ester (1036389-88-4)

Guidance literature:

In N,N-dimethyl-formamide; at 160 ℃; for 0.25h;

Reference yield:

2-bromo-4-fluorobenzoic acid (1006-41-3) → 5-amino-2-cyano-4-fluorobenzoate methyl ester (1036389-88-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium nitrate; sulfuric acid / 3.17 h / 0 - 20 °C

2.1: thionyl chloride / 0.5 h / 0 °C / Inert atmosphere

2.2: 18 h / 60 °C / Inert atmosphere

3.1: iron; acetic acid / water; ethanol / 1 h / 110 °C

4.1: N,N-dimethyl-formamide / 0.17 h / Microwave irradiation

With thionyl chloride; sulfuric acid; iron; acetic acid; potassium nitrate; In ethanol; water; N,N-dimethyl-formamide;

DOI:10.1021/acsmedchemlett.6b00282

upstream raw materials:

5-amino-2-bromo-4-fluorobenzoate methyl ester

copper(I) cyanide

2-bromo-4-fluorobenzoic acid

2-bromo-4-fluoro-5-nitrobenzoic acid

Downstream raw materials:

6-amino-5-fluoro-isoindolin-1-one

C₁₈H₁₇FN₂O₅