4-Isoquinolinecarboxylic acid, 2-[(4-bromo-2-fluorophenyl)methyl]-6-fluoro-1,2,3,4-tetrahydro-1,3-dioxo -, methyl ester

Base Information

• Chemical Name: 4-Isoquinolinecarboxylic acid, 2-[(4-bromo-2-fluorophenyl)methyl]-6-fluoro-1,2,3,4-tetrahydro-1,3-dioxo -, methyl ester
• CAS No.: 133915-51-2
• Molecular Formula: C18H12BrF2NO4
• Molecular Weight: 424.19300
• Mol file: 133915-51-2.mol

Synonyms:2-(4-Bromo-2-fluoro-benzyl)-6-fluoro-1,3-dioxo-1,2,3,4-tetrahydro-isoquinoline-4-carboxylic acid methyl ester;2-[(4Bromo-2-fluorophenyl)methyl]-6-fluoro-1,2,3,4-tetrahydro-1,3-dioxo-4-isoquinolinecarboxylic Acid Methyl Ester;

Chemical Property of 4-Isoquinolinecarboxylic acid, 2-[(4-bromo-2-fluorophenyl)methyl]-6-fluoro-1,2,3,4-tetrahydro-1,3-dioxo -, methyl ester

Chemical Property:

• PSA: 63.68000
• LogP: 3.10440

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Isoquinolinecarboxylic acid, 2-[(4-bromo-2-fluorophenyl)methyl]-6-fluoro-1,2,3,4-tetrahydro-1,3-dioxo -, methyl ester

There total 3 articles about 4-Isoquinolinecarboxylic acid, 2-[(4-bromo-2-fluorophenyl)methyl]-6-fluoro-1,2,3,4-tetrahydro-1,3-dioxo -, 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:

2-bromo-4-fluorobenzoic acid (1006-41-3) → 2-[(4-bromo-2-fluorophenyl)methyl]-6-fluoro-1,2,3,4-tetrahydro-1,3-dioxo-4-isoquinolinecarboxylic acid methyl ester (133915-51-2)

Guidance literature:

Multi-step reaction with 3 steps

1: NaH, CuBr / 1.) RT, 10 min, 2.) 70 deg C, 30 min

2: SOCl₂ / 1.5 h / Heating

3: TEA / tetrahydrofuran / 0.5 h

With thionyl chloride; TEA; sodium hydride; copper(I) bromide; In tetrahydrofuran;

DOI:10.1002/jhet.5570310254

Reference yield:

4-fluoro-2-(1,3-dimethoxy-1,3-dioxopropan-2-yl)benzoic acid (141829-04-1) → 2-[(4-bromo-2-fluorophenyl)methyl]-6-fluoro-1,2,3,4-tetrahydro-1,3-dioxo-4-isoquinolinecarboxylic acid methyl ester (133915-51-2)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / 1.5 h / Heating

2: TEA / tetrahydrofuran / 0.5 h

With thionyl chloride; TEA; In tetrahydrofuran;

DOI:10.1002/jhet.5570310254

Reference yield:

→ 2-[(4-bromo-2-fluorophenyl)methyl]-6-fluoro-1,2,3,4-tetrahydro-1,3-dioxo-4-isoquinolinecarboxylic acid methyl ester (133915-51-2)

Guidance literature:

upstream raw materials:

2-bromo-4-fluorobenzoic acid

4-fluoro-2-(1,3-dimethoxy-1,3-dioxopropan-2-yl)benzoic acid

Downstream raw materials:

[2-(4-Bromo-2-fluoro-benzyl)-6-fluoro-1,3-dioxo-1,2,3,4-tetrahydro-isoquinolin-4-yl]-acetic acid tert-butyl ester

2-[(4-bromo-2-fluorophenyl)methyl]-6-fluoro-1,2,3,4-tetrahydro-1,3-dioxo-4-isoquinolineacetic acid

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