Hydrogen Peroxide → HCID 137010685, compound

HRID 2206114Notes

Reaction equation

HRID 2206114 reaction equation
[Br:1][C:2]1[C:3]2[N:11]([C:12]3[C:17]([F:18])=[CH:16][CH:15]=[CH:14][C:13]=3[F:19])[N:10]=[C:9]([C:20]3[CH:25]=[CH:24][C:23]([CH2:26][C:27]#[N:28])=[CH:22][CH:21]=3)[C:4]=2[C:5](=[O:8])[NH:6][CH:7]=1.C(=O)([O-])[O-:30].[K+].[K+].OO.O>CS(C)=O>[Br:1][C:2]1[C:3]2[N:11]([C:12]3[C:17]([F:18])=[CH:16][CH:15]=[CH:14][C:13]=3[F:19])[N:10]=[C:9]([C:20]3[CH:25]=[CH:24][C:23]([CH2:26][C:27]([NH2:28])=[O:30])=[CH:22][CH:21]=3)[C:4]=2[C:5](=[O:8])[NH:6][CH:7]=1

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 962WaterHCID 11430Potassium CarbonateHCID 137010671HCID 137010671, compound

Product 1

HCID 137010685HCID 137010685, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

To a solution of (4-(7-bromo-1-(2,6-difluorophenyl)-4-oxo-4,5-dihydro-1H-pyrazolo[4,3-c]pyridin-3-yl)phenyl)acetonitrile (126.2 mg) obtained in Example 104 and potassium carbonate (47.4 mg) in DMSO (2 mL) was added 30% aqueous hydrogen peroxide (131 μL) at room temperature, and the mixture was stirred overnight. The reaction mixture was poured into water, and the precipitated crystals were collected by filtration, and washed with water. The obtained crystals were purified by HPLC (C18, mobile phase: water/acetonitrile (containing 0.1% TFA)) to give the title compound (92 mg).

Workup

  1. filtrationthe precipitated crystals were collected by filtration
  2. washwashed with water
  3. customThe obtained crystals were purified by HPLC (C18, mobile phase: water/acetonitrile (containing 0.1% TFA))

Sources & evidence

ORD record
ord-f781d66ecd3a4270a4eb9381d454004f
Source dataset
uspto-grants-2016_06
Patent number
US09371320B2

Reaction notes

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