N-(4-bromo-2-fluorobenzyl)-4-fluoro-2-methoxy-5-methyl-benzamide

Base Information

• Chemical Name: N-(4-bromo-2-fluorobenzyl)-4-fluoro-2-methoxy-5-methyl-benzamide
• CAS No.: 314298-18-5
• Molecular Formula: C₁₆H₁₄BrF₂NO₂
• Molecular Weight: 370.193
• Mol file: 314298-18-5.mol

Synonyms:N-(4-bromo-2-fluorobenzyl)-4-fluoro-2-methoxy-5-methyl-benzamide

Chemical Property of N-(4-bromo-2-fluorobenzyl)-4-fluoro-2-methoxy-5-methyl-benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-bromo-2-fluorobenzyl)-4-fluoro-2-methoxy-5-methyl-benzamide

There total 6 articles about N-(4-bromo-2-fluorobenzyl)-4-fluoro-2-methoxy-5-methyl-benzamide 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: 97.0%

oxalyl dichloride (79-37-8) + (4-bromo-2-fluorophenyl)methanamine mono HCl salt + 4-fluoro-2-methoxy-5-methyl-benzoic acid (314298-17-4) → N-(4-bromo-2-fluorobenzyl)-4-fluoro-2-methoxy-5-methyl-benzamide (314298-18-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

Reference yield:

5-methoxy-2-methyl-4-nitroaniline (106579-00-4) → N-(4-bromo-2-fluorobenzyl)-4-fluoro-2-methoxy-5-methyl-benzamide (314298-18-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 76 percent / pyridine; HF-pyridine; sodium nitrite / -70 - 60 °C

2: 99 percent / H₂ / Pd-C / ethanol / 760 Torr

3: 47 percent / aq. HBr; sodium nitrite; CuBr / 2.5 h / 110 °C

4: 86 percent / dimethylformamide / 20 h / 160 °C

5: 96 percent Turnov_. / aq. NaOH / 19 h / 90 °C

6: oxalyl chloride; DMF / CH₂Cl₂ / 0.5 h / 0 - 20 °C

7: diisopropylethylamine / CH₂Cl₂ / 0 - 20 °C

With pyridine; sodium hydroxide; oxalyl dichloride; hydrogen bromide; hydrogen; pyridine hydrogenfluoride; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; copper(I) bromide; sodium nitrite; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2004.07.062

Reference yield:

(4-bromo-2-fluorophenyl)methanamine mono HCl salt + 4-fluoro-2-methoxy-5-methyl-benzoyl chloride → N-(4-bromo-2-fluorobenzyl)-4-fluoro-2-methoxy-5-methyl-benzamide (314298-18-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.bmc.2004.07.062

upstream raw materials:

5-methoxy-2-methyl-4-nitroaniline

1-bromo-4-fluoro-2-methoxy-5-methyl-benzene

4-fluoro-2-methoxy-5-methyl-phenylamine

4-fluoro-2-methoxy-5-methyl-benzoic acid

Downstream raw materials:

N-(4-bromo-2-fluorobenzyl)-4-fluoro-2-hydroxy-5-methyl-benzamide

[2-(4-bromo-2-fluorobenzylthiocarbamoyl)-5-fluoro-4-methyl-phenoxy]-acetic acid ethyl ester

[2-(4-bromo-2-fluorobenzylcarbamoyl)-5-fluoro-4-methyl-phenoxy]-acetic acid ethyl ester