1H-Pyrrole-2-carboxamide,N-(2-aminophenyl)-1-methyl-4-nitro-(9CI)

Base Information

• Chemical Name: 1H-Pyrrole-2-carboxamide,N-(2-aminophenyl)-1-methyl-4-nitro-(9CI)
• CAS No.: 682748-53-4
• Molecular Formula: C12H12 N4 O3
• Molecular Weight: 260.25
• Mol file: 682748-53-4.mol

Synonyms:1H-Pyrrole-2-carboxamide,N-(2-aminophenyl)-1-methyl-4-nitro-(9CI)

Chemical Property of 1H-Pyrrole-2-carboxamide,N-(2-aminophenyl)-1-methyl-4-nitro-(9CI)

Chemical Property:

• PSA: 105.87000
• LogP: 2.94520

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Pyrrole-2-carboxamide,N-(2-aminophenyl)-1-methyl-4-nitro-(9CI)

There total 2 articles about 1H-Pyrrole-2-carboxamide,N-(2-aminophenyl)-1-methyl-4-nitro-(9CI) 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: 76.0%

1-methyl-4-nitro-pyrrol-2-carboxylic acid (13138-78-8) + 1,2-diamino-benzene (95-54-5) → 1-methyl-4-nitro-1H-pyrrole-2-carboxylic acid (2-amino-phenyl)-amide (682748-53-4)

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 60 ℃; for 15h;

DOI:10.1016/j.bmcl.2003.12.043

Reference yield: 67.0%

1-methyl-4-nitro-2-trichloroacetylpyrrole (120122-47-6) + 1,2-diamino-benzene (95-54-5) → 1-methyl-4-nitro-1H-pyrrole-2-carboxylic acid (2-amino-phenyl)-amide (682748-53-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 60 ℃; for 15h;

DOI:10.1016/j.bmcl.2003.12.043

Reference yield:

1-methyl-4-nitro-1H-pyrrole-2-carboxylic acid (2-amino-phenyl)-amide (682748-53-4) → 4-(4-chloro-2-fluoro-benzoylamino)-1-(3-hydroxy-propyl)-1H-pyrrole-2-carboxylic acid [5-(1H-benzoimidazol-2-yl)-1-methyl-1H-pyrrol-3-yl]-amide (682748-75-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 52 percent / AcOH / 2 h / 60 °C

2: H₂ / Pd/C / dimethylformamide / 4 h / 25 °C / 760 Torr

3: HBTU; iPr₂NEt / dimethylformamide / 12 h / 60 °C

With hydrogen; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2003.12.043

upstream raw materials:

1-methyl-4-nitro-pyrrol-2-carboxylic acid

1,2-diamino-benzene

1-methyl-4-nitro-2-trichloroacetylpyrrole

Downstream raw materials:

4-(4-chloro-2-fluoro-benzoylamino)-1-(3-hydroxy-propyl)-1H-pyrrole-2-carboxylic acid [5-(1H-benzoimidazol-2-yl)-1-methyl-1H-pyrrol-3-yl]-amide