m-Chloroperbenzoic acid → 2-(2-Acetylaminopyridin-4-ylmethylsulfinyl)-N-(3,5-dimethylphenyl)pyridine-3-carboxamide

HRID 1984723ノート

反応式

HRID 1984723 の反応式
ClC1C=CC=C(C(OO)=[O:9])C=1.[C:12]([NH:15][C:16]1[CH:21]=[C:20]([CH2:22][S:23][C:24]2[C:29]([C:30]([NH:32][C:33]3[CH:38]=[C:37]([CH3:39])[CH:36]=[C:35]([CH3:40])[CH:34]=3)=[O:31])=[CH:28][CH:27]=[CH:26][N:25]=2)[CH:19]=[CH:18][N:17]=1)(=[O:14])[CH3:13]>C(Cl)Cl.C(OCC)(=O)C>[C:12]([NH:15][C:16]1[CH:21]=[C:20]([CH2:22][S:23]([C:24]2[C:29]([C:30]([NH:32][C:33]3[CH:34]=[C:35]([CH3:40])[CH:36]=[C:37]([CH3:39])[CH:38]=3)=[O:31])=[CH:28][CH:27]=[CH:26][N:25]=2)=[O:9])[CH:19]=[CH:18][N:17]=1)(=[O:14])[CH3:13]

参加物

5

反応物 2

HCID 70297m-Chloroperbenzoic acidHCID 111889642-(2-Acetylaminopyridin-4-ylmethylthio)-N-(3,5-dimethylphenyl)pyridine-3-carboxamide

生成物 1

HCID 231508782-(2-Acetylaminopyridin-4-ylmethylsulfinyl)-N-(3,5-dimethylphenyl)pyridine-3-carboxamide収率 48%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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%)

後処理

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

出典と根拠

ORDレコード
ord-8bdfe4c71b694f21b3f8c41700195319
出典データセット
uspto-grants-2009_06
特許番号
US07544703B2

反応ノート

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