N-(3-(1H-benzo[d]imidazol-2-yl)-1-methyl-1H-pyrazol-4-yl)-2-fluorobenzamide

Base Information

• Chemical Name: N-(3-(1H-benzo[d]imidazol-2-yl)-1-methyl-1H-pyrazol-4-yl)-2-fluorobenzamide
• CAS No.: 1443114-19-9
• Molecular Formula: C₁₈H₁₄FN₅O
• Molecular Weight: 335.34
• Mol file: 1443114-19-9.mol

Synonyms:

Chemical Property of N-(3-(1H-benzo[d]imidazol-2-yl)-1-methyl-1H-pyrazol-4-yl)-2-fluorobenzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(3-(1H-benzo[d]imidazol-2-yl)-1-methyl-1H-pyrazol-4-yl)-2-fluorobenzamide

There total 5 articles about N-(3-(1H-benzo[d]imidazol-2-yl)-1-methyl-1H-pyrazol-4-yl)-2-fluorobenzamide 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:

3-(1H-benzo[d]imidazol-2-yl)-1-methyl-1H-pyrazol-4-amine (1005694-00-7) + 2-Fluorobenzoyl chloride (393-52-2) → N-(3-(1H-benzo[d]imidazol-2-yl)-1-methyl-1H-pyrazol-4-yl)-2-fluorobenzamide (1443114-19-9)

Guidance literature:

3-(1H-benzo[d]imidazol-2-yl)-1-methyl-1H-pyrazol-4-amine; 2-Fluorobenzoyl chloride; With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 0 - 20 ℃; for 4h; Inert atmosphere;

With potassium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ml400166b

Reference yield:

1-methyl-4-nitro-1H-pyrazole-3-carboxylic acid (4598-86-1) → N-(3-(1H-benzo[d]imidazol-2-yl)-1-methyl-1H-pyrazol-4-yl)-2-fluorobenzamide (1443114-19-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 24 h / 0 - 20 °C / Inert atmosphere

2.1: acetic acid / 3 h / Reflux

3.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 2 h / 2068.65 Torr

4.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

4.2: 12 h / 20 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/ml400166b

Reference yield:

1,2-diamino-benzene (95-54-5) → N-(3-(1H-benzo[d]imidazol-2-yl)-1-methyl-1H-pyrazol-4-yl)-2-fluorobenzamide (1443114-19-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 24 h / 0 - 20 °C / Inert atmosphere

2.1: acetic acid / 3 h / Reflux

3.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 2 h / 2068.65 Torr

4.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

4.2: 12 h / 20 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/ml400166b

upstream raw materials:

3-(1H-benzo[d]imidazol-2-yl)-1-methyl-1H-pyrazol-4-amine

2-Fluorobenzoyl chloride

1-methyl-4-nitro-1H-pyrazole-3-carboxylic acid

1,2-diamino-benzene