methyl 5-(4-bromophenylamino)-4-fluoro-1-methyl-1H-benzo[d]imidazole-6-carboxylate

Base Information

• Chemical Name: methyl 5-(4-bromophenylamino)-4-fluoro-1-methyl-1H-benzo[d]imidazole-6-carboxylate
• CAS No.: 1000340-06-6
• Molecular Formula: C16H13BrFN3O2
• Molecular Weight: 378.2
• Hs Code.: 2933990090
• Mol file: 1000340-06-6.mol

Synonyms:AR3089;methyl 5-(4-bromophenylamino)-4-fluoro-1-methyl-1H-benzo[d]imidazole-6-carboxylate;

Chemical Property of methyl 5-(4-bromophenylamino)-4-fluoro-1-methyl-1H-benzo[d]imidazole-6-carboxylate

Chemical Property:

• PSA: 56.15000
• LogP: 4.07810

Purity/Quality:

97% ^*data from raw suppliers

Methyl5-(4-Bromophenylamino)-4-fluoro-1-methyl-1H-benzo[d]imidazole-6-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 5-(4-bromophenylamino)-4-fluoro-1-methyl-1H-benzo[d]imidazole-6-carboxylate

There total 3 articles about methyl 5-(4-bromophenylamino)-4-fluoro-1-methyl-1H-benzo[d]imidazole-6-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: 81.7%

methyl 4-fluoro-1-methyl-5-(phenylamino)-1H-benzimidazole-6-carboxylate → methyl 5-[(4-bromophenyl)amino]-4-fluoro-1-methyl-1H-benzimidazole-6-carboxylate (1000340-06-6)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 15 - 20 ℃; for 1.16667h;

Reference yield:

4-Amino-3-fluoro-5-nitro-2-phenylamino-benzoic acid methyl ester (606093-58-7) → methyl 5-[(4-bromophenyl)amino]-4-fluoro-1-methyl-1H-benzimidazole-6-carboxylate (1000340-06-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: palladium on activated charcoal; hydrogen / methanol; tetrahydrofuran / 5 h / 30 - 35 °C

1.2: 0.75 h / 10 - 20 °C

2.1: toluene-4-sulfonic acid / acetonitrile / 2.25 h / 20 - 65 °C

2.2: 0.5 h

2.3: 0.33 h / 45 - 50 °C

3.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 1.17 h / 15 - 20 °C

With N-Bromosuccinimide; palladium on activated charcoal; hydrogen; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

methyl 4,5-diamino-3-fluoro-2-(phenylamino)benzoate p-toluene sulfonate → methyl 5-[(4-bromophenyl)amino]-4-fluoro-1-methyl-1H-benzimidazole-6-carboxylate (1000340-06-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene-4-sulfonic acid / acetonitrile / 2.25 h / 20 - 65 °C

1.2: 0.5 h

1.3: 0.33 h / 45 - 50 °C

2.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 1.17 h / 15 - 20 °C

With N-Bromosuccinimide; toluene-4-sulfonic acid; In N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

4-Amino-3-fluoro-5-nitro-2-phenylamino-benzoic acid methyl ester

Downstream raw materials:

methyl 5-[(4-bromo-2-chlorophenyl)amino]-4-fluoro-1-methyl-1H-benzimidazole-6-carboxylate

5-[(4-bromo-2-chlorophenyl)amino]-4-fluoro-1-methyl-1H-benzimidazole-6-carboxylic acid

5-[(4-bromo-2-chlorophenyl)amino]-N-[2-(ethenyloxy)ethoxy]-4-fluoro-1-methyl-1H-benzimidazole-6-carboxamide

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