반응 #2071905

ord-8bdfe4c71b694f21b3f8c41700195319

반응 방정식

O=C(OO)c1cccc(Cl)c1
m-Chloroperbenzoic acid
CC(=O)Nc1cc(CSc2ncccc2C(=O)Nc2cc(C)cc(C)c2)ccn1
2-(2-acetylaminopyridin-4-ylmethylthio)-N-(3,5-dimethylphenyl)pyridine-3-carboxamide
CC(=O)Nc1cc(CS(=O)c2ncccc2C(=O)Nc2cc(C)cc(C)c2)ccn1
target compound
수율 48.0%
CC(=O)Nc1cc(CS(=O)c2ncccc2C(=O)Nc2cc(C)cc(C)c2)ccn1
2-(2-Acetylaminopyridin-4-ylmethylsulfinyl)-N-(3,5-dimethylphenyl)pyridine-3-carboxamide
수율 48.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    세척the whole was washed with saturated aqueous sodium hydrogen carbonate solution (10 mL) twice
  2. 2
    건조brine (10 mL), and dried over anhydrous magnesium sulfate
  3. 3
    기타The solvent was evaporated under reduced pressure
  4. 4
    여과the precipitated solid was filtered off with ethyl acetate

실험 절차

m-Chloroperbenzoic acid(75%, 60 mg, 0.26 mmol) was added to a solution of 2-(2-acetylaminopyridin-4-ylmethylthio)-N-(3,5-dimethylphenyl)pyridine-3-carboxamide (Compound No. 4-1, 60 mg, 0.15 mmol) in methylene chloride (3 mL) under ice-cooling, and the mixture was stirred for 1 hour. The reaction mixture was diluted with ethyl acetate (30 mL), the whole was washed with saturated aqueous sodium hydrogen carbonate solution (10 mL) twice and brine (10 mL), and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the precipitated solid was filtered off with ethyl acetate to give 30 mg of the target compound as a colorless solid. (Yield 48%)

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07544703B2uspto-grants-2009_06