m-Chloroperbenzoic acid → HCID 67053947, compound

HRID 599364Notes

Reaction equation

HRID 599364 reaction equation
ClC1C=C(C=CC=1)C(OO)=[O:6].[CH3:12][C:13]1[CH:14]=[C:15]([NH:20][C:21]([C:23]2[C:24]([S:29][CH2:30][C:31]3[C:40]4[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=4)[N:34]=[CH:33][CH:32]=3)=[N:25][CH:26]=[CH:27][CH:28]=2)=[O:22])[CH:16]=[C:17]([CH3:19])[CH:18]=1>ClCCl>[CH3:12][C:13]1[CH:14]=[C:15]([NH:20][C:21]([C:23]2[C:24]([S:29]([CH2:30][C:31]3[C:40]4[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=4)[N:34]=[CH:33][CH:32]=3)=[O:6])=[N:25][CH:26]=[CH:27][CH:28]=2)=[O:22])[CH:16]=[C:17]([CH3:19])[CH:18]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 11846223HCID 11846223, compound

Product 1

HCID 67053947HCID 67053947, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

m-Chloroperoxybenzoic acid (65%, 210 mg, 0.72 mmol) was added to a solution of N-(3,5-dimethylphenyl)-2-(quinolin-4-ylmethylthio)pyridine-3-carboxamide (Compound No. 1-3,200 mg, 0.50 mmol) in anhydrous dichloromethane (5.0 mL) under ice-cooling, and then the mixture was stirred at room temperature for 3 hours. The precipitated solid was filtered off with chloroform (30 mL) and 1N sodium hydroxide aqueous solution (30 mL), and washed. The resulting solid was dried at 50° C. under reduced pressure to give 150 mg of the target compound as a white solid (Yield: 70%).

Workup

  1. filtrationThe precipitated solid was filtered off with chloroform (30 mL) and 1N sodium hydroxide aqueous solution (30 mL)
  2. washwashed
  3. customThe resulting solid was dried at 50° C. under reduced pressure

Sources & evidence

ORD record
ord-60cb508fb11a4b7dba3f11991f7157e6
Source dataset
uspto-grants-2011_03
Patent number
US07897774B2

Reaction notes

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