1,1'-Carbonyldiimidazole → N-[1-(2-pyridinyl)-4-piperidinyl]-1H-imidazole-1-carboxamide

HRID 1696967Notes

Reaction equation

HRID 1696967 reaction equation
[CH:1]1[N:5]=[CH:4][N:3]([C:6]([N:8]2C=N[CH:10]=[CH:9]2)=[O:7])[CH:2]=1.[N:13]1([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=2)[CH2:18]CC(N)[CH2:15][CH2:14]1>C(Cl)Cl>[N:13]1([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=2)[CH2:18][CH2:10][CH:9]([NH:8][C:6]([N:3]2[CH:2]=[CH:1][N:5]=[CH:4]2)=[O:7])[CH2:15][CH2:14]1

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 101979341-(Pyridin-2-yl)piperidin-4-amine

Product 1

HCID 21978278N-[1-(2-pyridinyl)-4-piperidinyl]-1H-imidazole-1-carboxamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A stirred solution of CDI (1.1 g, 6.77 mmol) in DCM (100 ml) is treated with 3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-ylamine (WO 99/65895, EP 21973) (1 g, 5.64 mmol in 50 ml of DCM) added dropwise over 30 minutes. The reaction mixture is stirred at room temperature for 15 minutes to yield the titled compound as a 10 mg/ml solution in DCM.

Workup

  1. additionadded dropwise over 30 minutes

Sources & evidence

ORD record
ord-84339bc7990c41f68f39e596aa349314
Source dataset
uspto-grants-2012_04
Patent number
US08163754B2

Reaction notes

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