N-methyl-4-(2-methyl-1H-benzimidazol-1-yl)-N-[(3R)-pyrrolidin-3-yl]benzamide

Base Information

Chemical Name:N-methyl-4-(2-methyl-1H-benzimidazol-1-yl)-N-[(3R)-pyrrolidin-3-yl]benzamide
CAS No.:1087327-91-0
Molecular Formula:C₂₀H₂₂N₄O
Molecular Weight:334.421
Hs Code.:

Synonyms:N-methyl-4-(2-methyl-1H-benzimidazol-1-yl)-N-[(3R)-pyrrolidin-3-yl]benzamide

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Chemical Property of N-methyl-4-(2-methyl-1H-benzimidazol-1-yl)-N-[(3R)-pyrrolidin-3-yl]benzamide

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Technology Process of N-methyl-4-(2-methyl-1H-benzimidazol-1-yl)-N-[(3R)-pyrrolidin-3-yl]benzamide

There total 6 articles about N-methyl-4-(2-methyl-1H-benzimidazol-1-yl)-N-[(3R)-pyrrolidin-3-yl]benzamide 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: 88.2%

: 1087327-90-9
3-{methyl-[4-(2-methylbenzimidazol-1-yl)benzoyl]amino}-(R)-pyrrolidine-1-carboxylic acid tert-butyl ester

: 1087327-91-0
N-methyl-4-(2-methyl-1H-benzimidazol-1-yl)-N-[(3R)-pyrrolidin-3-yl]benzamide

Guidance literature:: 3-{methyl-[4-(2-methylbenzimidazol-1-yl)benzoyl]amino}-(R)-pyrrolidine-1-carboxylic acid tert-butyl ester; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 20h;

With sodium hydroxide; water; In dichloromethane;

Reference yield:

: 615-15-6
2-Methyl-1H-benzimidazole

: 1087327-91-0
N-methyl-4-(2-methyl-1H-benzimidazol-1-yl)-N-[(3R)-pyrrolidin-3-yl]benzamide

Guidance literature:: Multi-step reaction with 5 steps

1: potassium carbonate / dimethyl sulfoxide / 72 h / 80 °C

2: lithium hydroxide / 18 h / 20 °C

3: 4-methyl-morpholine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / 2 h / 20 °C

4: sodium hydride / N,N-dimethyl-formamide / 18 h / 20 °C

5: trifluoroacetic acid / dichloromethane / 18 h / 20 °C

With 4-methyl-morpholine; sodium hydride; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; trifluoroacetic acid; lithium hydroxide; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.07.061

Reference yield:

: 1021144-32-0
4-(2-Methylbenzimidazol-1-yl)benzoic acid

: 1087327-91-0
N-methyl-4-(2-methyl-1H-benzimidazol-1-yl)-N-[(3R)-pyrrolidin-3-yl]benzamide

Guidance literature:: Multi-step reaction with 3 steps

1: 4-methyl-morpholine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / 2 h / 20 °C

2: sodium hydride / N,N-dimethyl-formamide / 18 h / 20 °C

3: trifluoroacetic acid / dichloromethane / 18 h / 20 °C

With 4-methyl-morpholine; sodium hydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.07.061