Water → HCID 86692637, compound

HRID 1748687Notes

Reaction equation

HRID 1748687 reaction equation
[CH:1]([S:4](Cl)(=[O:6])=[O:5])([CH3:3])[CH3:2].[CH3:8][C:9]1[N:13]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][N:15]=2)[N:12]=[CH:11][C:10]=1[C:24]([NH:26][C:27]1[CH:28]=[N:29][C:30]([CH:33]2[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]2)=[CH:31][CH:32]=1)=[O:25].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH3:8][C:9]1[N:13]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:22])([F:21])[F:23])=[CH:16][N:15]=2)[N:12]=[CH:11][C:10]=1[C:24]([NH:26][C:27]1[CH:28]=[N:29][C:30]([CH:33]2[CH2:38][CH2:37][N:36]([S:4]([CH:1]([CH3:3])[CH3:2])(=[O:6])=[O:5])[CH2:35][CH2:34]2)=[CH:31][CH:32]=1)=[O:25]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 824082-Propanesulfonyl chlorideHCID 86692549HCID 86692549, compound

Product 1

HCID 86692637HCID 86692637, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Isopropylsulfonyl chloride (167 μl) was added at room temperature to a suspension of 5-methyl-N-[6-(piperidin-4-yl)pyridin-3-yl]-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamide (215 mg) described in Reference Example 173 and potassium carbonate (237 mg) in N,N-dimethylformamide (1.7 ml), and stirred at room temperature for 4.5 hours. Water was added to the reaction solution, the precipitated solid was washed with ethyl acetate. The resulting solid was purified with a preparative HPLC (water:acetonitrile) to give the titled compound (44 mg) as a white solid.

Workup

  1. washthe precipitated solid was washed with ethyl acetate
  2. customThe resulting solid was purified with a preparative HPLC (water:acetonitrile)

Sources & evidence

ORD record
ord-b339909477714cbea4004862f3bf4765
Source dataset
uspto-grants-2015_10
Patent number
US09150555B2

Reaction notes

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