Methylamine → HCID 178485282, compound

HRID 1913162Notes

Reaction equation

HRID 1913162 reaction equation
[C:1]1([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:6]=[CH:5][C:4]([C:7]([N:9]2[CH2:14][CH2:13][CH:12]([C:15]3[NH:19][C:18]4[CH:20]=[CH:21][C:22]([C:24]([O:26]C)=O)=[CH:23][C:17]=4[N:16]=3)[CH2:11][CH2:10]2)=[O:8])=[CH:3][CH:2]=1.[CH3:34][NH2:35]>CCO>[C:1]1([C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH:6]=[CH:5][C:4]([C:7]([N:9]2[CH2:14][CH2:13][CH:12]([C:15]3[NH:19][C:18]4[CH:20]=[CH:21][C:22]([C:24]([NH:35][CH3:34])=[O:26])=[CH:23][C:17]=4[N:16]=3)[CH2:11][CH2:10]2)=[O:8])=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 178497345HCID 178497345, compound

Product 1

HCID 178485282HCID 178485282, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of methyl 2-[1-(biphenyl-4-ylcarbonyl)piperidin-4-yl]-1H-benzimidazole-5-carboxylate (30 mg, 0.068 mmol) in 2M methylamine in EtOH (1 mL) is heated in at 50° C. for 18 h. The reaction is concentrated under reduced pressure and purified by preparative HPLC to give 13 mg of 2-[1-(biphenyl-4-ylcarbonyl)piperidin-4-yl]-N-methyl-1H-benzimidazole-5-carboxamide.

Workup

  1. concentrationThe reaction is concentrated under reduced pressure
  2. custompurified by preparative HPLC

Sources & evidence

ORD record
ord-230a41872a784083802791c6a94121ab
Source dataset
uspto-grants-2013_12
Patent number
US08609696B2

Reaction notes

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