Water → HCID 86692627, compound

HRID 1748680Notes

Reaction equation

HRID 1748680 reaction equation
[CH:1]1([S:4](Cl)(=[O:6])=[O:5])[CH2:3][CH2:2]1.[C:8]([C:10]1([C:16]2[N:21]=[CH:20][C:19]([NH:22][C:23]([C:25]3[CH:26]=[N:27][N:28]([C:31]4[CH:36]=[CH:35][C:34]([C:37]([F:40])([F:39])[F:38])=[CH:33][N:32]=4)[C:29]=3[CH3:30])=[O:24])=[CH:18][CH:17]=2)[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1)#[N:9].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[C:8]([C:10]1([C:16]2[N:21]=[CH:20][C:19]([NH:22][C:23]([C:25]3[CH:26]=[N:27][N:28]([C:31]4[CH:36]=[CH:35][C:34]([C:37]([F:40])([F:39])[F:38])=[CH:33][N:32]=4)[C:29]=3[CH3:30])=[O:24])=[CH:18][CH:17]=2)[CH2:11][CH2:12][N:13]([S:4]([CH:1]2[CH2:3][CH2:2]2)(=[O:6])=[O:5])[CH2:14][CH2:15]1)#[N:9]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 2760919Cyclopropanesulfonyl chlorideHCID 86692605HCID 86692605, compound

Product 1

HCID 86692627HCID 86692627, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Cyclopropanesulfonyl chloride (66 μl) was added to a suspension of N-[6-(4-cyanopiperidine-4-yl)pyridin-3-yl]-5-methyl-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamide (227 mg) described in Reference Example 169 and potassium carbonate (207 mg) in N,N-dimethylformamide (1.7 ml), and stirred at room temperature for 5.5 hours. Water was added to the reaction solution and the precipitated solid was purified with silica gel chromatography (chloroform/methanol) to give the titled compound (242 mg) as a white solid.

Workup

  1. customthe precipitated solid was purified with silica gel chromatography (chloroform/methanol)

Sources & evidence

ORD record
ord-3a2c93684e4c46b3aa4a99a09597eb87
Source dataset
uspto-grants-2015_10
Patent number
US09150555B2

Reaction notes

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