Hydrogen Peroxide → HCID 58046305, compound

HRID 2359295Notes

Reaction equation

HRID 2359295 reaction equation
[Cl:1][C:2]1[C:3]([O:11][C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=2[C:19]2[N:23]([CH3:24])[N:22]=[CH:21][CH:20]=2)=[CH:4][C:5]([F:10])=[C:6]([CH:9]=1)[C:7]#[N:8].OO.C(=O)([O-])[O-:28].[K+].[K+]>CS(C)=O>[Cl:1][C:2]1[C:3]([O:11][C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=2[C:19]2[N:23]([CH3:24])[N:22]=[CH:21][CH:20]=2)=[CH:4][C:5]([F:10])=[C:6]([CH:9]=1)[C:7]([NH2:8])=[O:28]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 11430Potassium CarbonateHCID 58046331HCID 58046331, compound

Product 1

HCID 58046305HCID 58046305, compoundYield 105.1%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

To a solution of 5-chloro-4-[4-chloro-2-(1-methyl-1H-pyrazol-5-yl)phenoxy]-2-fluorobenzonitrile (Preparation 19, 290 mg, 0.801 mmol) in DMSO (0.8 mL) was added hydrogen peroxide (545 μL, 16 mmol) followed by potassium carbonate (221 mg, 1.60 mmol). The reaction was stirred at room temperature for 18 hours. The reaction was then purified directly using trilution reverse phase chromatography to furnish the title compound (320 mg, 105%).

Workup

  1. customThe reaction was then purified directly

Sources & evidence

ORD record
ord-cf289065ab9f4126ac9a6a4714e54a2a
Source dataset
uspto-grants-2014_04
Patent number
US08685977B2

Reaction notes

Loading…