Methyl 5-aMino-4-fluoro-1-Methyl-1H-benzo[d]iMidazole-6-carboxylate

Base Information

• Chemical Name: Methyl 5-aMino-4-fluoro-1-Methyl-1H-benzo[d]iMidazole-6-carboxylate
• CAS No.: 918321-20-7
• Molecular Formula: C10H10FN3O2
• Molecular Weight: 223.207
• Hs Code.: 2922390090
• Mol file: 918321-20-7.mol

Synonyms:6-amino-7-fluoro-3-methyl-3H-benzoimidazole-5-carboxylic acid methyl ester;6-Amino-7-bromo-2-(2-nitrophenyl)-5,8-quinolinedione;6-amino-7-bromo-2-(2-nitro-phenyl)-quinoline-5,8-dione;5,8-Quinolinedione,6-amino-7-bromo-2-(2-nitrophenyl);

Chemical Property of Methyl 5-aMino-4-fluoro-1-Methyl-1H-benzo[d]iMidazole-6-carboxylate

Chemical Property:

• Boiling Point: 389.9±52.0 °C(Predicted)
• PKA: 3.57±0.10(Predicted)
• PSA: 70.14000
• Density: 1.45±0.1 g/cm3(Predicted)
• LogP: 1.66240
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

99%, ^*data from raw suppliers

Methyl5-amino-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-aMino-4-fluoro-1-Methyl-1H-benzo[d]iMidazole-6-carboxylate

There total 1 articles about Methyl 5-aMino-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:

methyl 2,4,5-triamino-3-fluorobenzoate (918321-27-4) + formaldehyde diethyl acetal (462-95-3) → methyl 5-amino-4-fluoro-1-methyl-1H-benzo[d]imidazole-6-carboxylate (918321-20-7)

Guidance literature:

methyl 2,4,5-triamino-3-fluorobenzoate; formaldehyde diethyl acetal; With toluene-4-sulfonic acid; In water; acetonitrile; at 60 - 65 ℃; for 4h;

With pyridine; In water; acetonitrile; at 20 ℃; for 3.16667h;

Reference yield: 77.0%

methyl 5-amino-4-fluoro-1-methyl-1H-benzo[d]imidazole-6-carboxylate (918321-20-7) + 4-bromo-2-chloroiodobenzene (31928-47-9) → 6-(4-bromo-2-chlorophenylamino)-7-fluoro-3-methyl-3H-benzoimidazole-5-carboxylic acid Na salt (918321-22-9)

Guidance literature:

methyl 5-amino-4-fluoro-1-methyl-1H-benzo[d]imidazole-6-carboxylate; 4-bromo-2-chloroiodobenzene; With caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In methoxybenzene; at 90 ℃; for 14h;

With sulfuric acid; In methoxybenzene; at 75 - 80 ℃; for 0.333333h; pH=0;

With methanol; water; sodium methylate; at 55 - 80 ℃; for 5h; Product distribution / selectivity;

Reference yield: 66.0%

methyl 5-amino-4-fluoro-1-methyl-1H-benzo[d]imidazole-6-carboxylate (918321-20-7) + 4-bromo-2-chloroiodobenzene (31928-47-9) → methyl 5-[(4-bromo-2-chlorophenyl)amino]-4-fluoro-1-methyl-1H-benzimidazole-6-carboxylate (606144-02-9)

Guidance literature:

With caesium carbonate; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 50 ℃; for 29h; Heating / reflux;

upstream raw materials:

methyl 2,4,5-triamino-3-fluorobenzoate

formaldehyde diethyl acetal

Downstream raw materials:

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

6-(4-bromo-2-chlorophenylamino)-7-fluoro-3-methyl-3H-benzoimidazole-5-carboxylic acid Na salt

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

6-(4-bromo-2-fluorophenylamino)-7-fluoro-3-methyl-3H-benzoimidazole-5-carboxylic acid-(2-tert-butoxyethoxy)amide

Refernces