1,1'-Carbonyldiimidazole → HCID 58097144, compound

HRID 1897955Notes

Reaction equation

HRID 1897955 reaction equation
[C:1]([N:5]1[C:9]([NH:10][C:11]2[N:16]=[C:15]([CH2:17][C:18]3([C:37]([NH:39][NH2:40])=[O:38])[CH2:23][CH2:22][N:21]([C:24](=[O:36])[C:25]4[CH:30]=[CH:29][CH:28]=[C:27]([C:31]([F:34])([F:33])[F:32])[C:26]=4[F:35])[CH2:20][CH2:19]3)[CH:14]=[CH:13][CH:12]=2)=[CH:8][CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[C:41](N1C=CN=C1)(N1C=CN=C1)=[O:42]>O1CCCC1>[C:1]([N:5]1[C:9]([NH:10][C:11]2[N:16]=[C:15]([CH2:17][C:18]3([C:37]4[O:38][C:41](=[O:42])[NH:40][N:39]=4)[CH2:19][CH2:20][N:21]([C:24](=[O:36])[C:25]4[CH:30]=[CH:29][CH:28]=[C:27]([C:31]([F:33])([F:32])[F:34])[C:26]=4[F:35])[CH2:22][CH2:23]3)[CH:14]=[CH:13][CH:12]=2)=[CH:8][CH:7]=[N:6]1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 66890546HCID 66890546, compound

Product 1

HCID 58097144HCID 58097144, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 68.5 mg of 4-((6-((1-tert-butyl-1H-pyrazol-5-yl)amino)pyridin-2-yl)methyl)-1-(2-fluoro-3-(trifluoromethyl)benzoyl)piperidine-4-carbohydrazide in 5 ml of tetrahydrofuran was added 23.7 mg of 1,1′-carbonyldiimidazole at room temperature. The reaction mixture was stirred at room temperature overnight, and concentrated in vacuo. The resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate=20/1 to ethyl acetate) to give the title compound as a colorless oil.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate=20/1 to ethyl acetate)

Sources & evidence

ORD record
ord-9e7865090c4d458188c4a991aac10938
Source dataset
uspto-grants-2013_08
Patent number
US08519136B2

Reaction notes

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