Dimethyl Sulfoxide → HCID 137010588, compound

HRID 2206213Notes

Reaction equation

HRID 2206213 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([F:32])[C:9]=1[N:10]1[C:18]2[CH:17]=[CH:16][NH:15][C:14](=[O:19])[C:13]=2[C:12]([C:20]2[CH:25]=[CH:24][C:23]([N:26]3[CH2:31][CH2:30][O:29][CH2:28][CH2:27]3)=[CH:22][CH:21]=2)=[N:11]1)[C:5]#[N:6].CS(C)=[O:35].C(=O)([O-])[O-].[K+].[K+].OO>O>[F:32][C:8]1[CH:7]=[C:4]([CH:3]=[C:2]([F:1])[C:9]=1[N:10]1[C:18]2[CH:17]=[CH:16][NH:15][C:14](=[O:19])[C:13]=2[C:12]([C:20]2[CH:21]=[CH:22][C:23]([N:26]3[CH2:31][CH2:30][O:29][CH2:28][CH2:27]3)=[CH:24][CH:25]=2)=[N:11]1)[C:5]([NH2:6])=[O:35]

Participants

6

Reactant 4

HCID 679Dimethyl SulfoxideHCID 784Hydrogen PeroxideHCID 11430Potassium CarbonateHCID 137010753HCID 137010753, compound

Product 1

HCID 137010588HCID 137010588, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 3,5-difluoro-4-(3-(4-(morpholin-4-yl)phenyl)-4-oxo-4,5-dihydro-1H-pyrazolo[4,3-c]pyridin-1-yl)benzonitrile (120 mg) obtained in Step D of Example 244 in a mixed solvent of DMSO (3 mL) and water (0.25 mL) were added potassium carbonate (45.9 mg) and aqueous hydrogen peroxide (concentration 30 w/v %, 0.085 mL), and the mixture was stirred overnight at room temperature. The precipitate was collected by filtration, and washed with DMSO and water to give the title compound (64 mg).

Workup

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with DMSO and water

Sources & evidence

ORD record
ord-135836703f374a2daaa2e02739000aa8
Source dataset
uspto-grants-2016_06
Patent number
US09371320B2

Reaction notes

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