Water → HCID 86692618, compound

HRID 1748672Notes

Reaction equation

HRID 1748672 reaction equation
Br[CH2:2][C:3](=[O:8])[C:4]([CH3:7])([CH3:6])[CH3:5].[C:9]([C:11]1([C:17]2[N:22]=[CH:21][C:20]([NH:23][C:24]([C:26]3[CH:27]=[N:28][N:29]([C:32]4[CH:37]=[CH:36][C:35]([C:38]([F:41])([F:40])[F:39])=[CH:34][N:33]=4)[C:30]=3[CH3:31])=[O:25])=[CH:19][CH:18]=2)[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)#[N:10].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[C:9]([C:11]1([C:17]2[N:22]=[CH:21][C:20]([NH:23][C:24]([C:26]3[CH:27]=[N:28][N:29]([C:32]4[CH:37]=[CH:36][C:35]([C:38]([F:41])([F:40])[F:39])=[CH:34][N:33]=4)[C:30]=3[CH3:31])=[O:25])=[CH:19][CH:18]=2)[CH2:12][CH2:13][N:14]([CH2:2][C:3](=[O:8])[C:4]([CH3:7])([CH3:6])[CH3:5])[CH2:15][CH2:16]1)#[N:10]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 21642BromopinacoloneHCID 86692605HCID 86692605, compound

Product 1

HCID 86692618HCID 86692618, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1-Bromo-3,3-dimethylbutan-2-one (88 μl) was added to a suspension of N-[6-(4-cyanopiperidin-4-yl)pyridin-3-yl]-5-methyl-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamide (227 mg) and potassium carbonate (138 mg) in N,N-dimethylformamide (1.7 ml), and stirred at room temperature for 8.5 hours. Water was added to the reaction solution, the precipitated solid was filtered, and washed with water and ethanol to give the titled compound (271 mg) as a white solid.

Workup

  1. filtrationthe precipitated solid was filtered
  2. washwashed with water and ethanol

Sources & evidence

ORD record
ord-51338de4ff2e40629457da5da886afdc
Source dataset
uspto-grants-2015_10
Patent number
US09150555B2

Reaction notes

Loading…