1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-hydroxypyridin-2(1H)-one

Base Information

• Chemical Name: 1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-hydroxypyridin-2(1H)-one
• CAS No.: 1447910-97-5
• Molecular Formula: C₁₆H₁₅N₃O₂
• Molecular Weight: 281.314
• Mol file: 1447910-97-5.mol

Synonyms:1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-hydroxypyridin-2(1H)-one

Chemical Property of 1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-hydroxypyridin-2(1H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-hydroxypyridin-2(1H)-one

There total 1 articles about 1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-hydroxypyridin-2(1H)-one 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:

4-bromo-2-fluoronitrobenzene (321-23-3) → 1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-hydroxypyridin-2(1H)-one (1447910-97-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: ethanol; methanol / 1 h / 20 °C

2.1: zinc; ammonium chloride / methanol; water / 3 h / 20 °C

2.2: 3 h / 120 °C

3.1: potassium carbonate; copper(l) iodide; N,N`-dimethylethylenediamine / dimethyl sulfoxide / 1 h / 150 °C / Inert atmosphere

4.1: trifluoroacetic acid / 4 h / 130 °C

With copper(l) iodide; potassium carbonate; ammonium chloride; trifluoroacetic acid; N,N`-dimethylethylenediamine; zinc; In methanol; ethanol; water; dimethyl sulfoxide;

Reference yield: 42.0%

2-Chlorobenzyl alcohol (17849-38-6) + 1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-hydroxypyridin-2(1H)-one (1447910-97-5) → 4-[(2-chlorobenzyl)oxy]-1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)pyridin-2(1H)-one

Guidance literature:

With tributylphosphine; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; at 60 ℃; for 3h;

DOI:10.1016/j.bmc.2016.04.011

Reference yield:

o-fluorobenzyl bromide (446-48-0) + 1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-hydroxypyridin-2(1H)-one (1447910-97-5) → 1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-((2-fluorobenzyl)oxy)pyridin-2(1H)-one (1447911-98-9)

Guidance literature:

1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-hydroxypyridin-2(1H)-one; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃;

o-fluorobenzyl bromide; In tetrahydrofuran; mineral oil; at 20 ℃; for 12h;

upstream raw materials:

4-bromo-2-fluoronitrobenzene

Downstream raw materials:

1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-((2-fluorobenzyl)oxy)pyridin-2(1H)-one

1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-((3-fluorobenzyl)oxy)pyridin-2(1H)-one

1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-((4-methoxybenzyl)oxy)pyridin-2(1H)-one

1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-((3,4-difluorobenzyl)oxy)pyridin-2(1H)-one