m-Chloroperbenzoic acid → [6-(Methylsulfinyl)-4-pyrimidinyl]acetonitrile

HRID 2401186ノート

反応式

HRID 2401186 の反応式
[CH3:1][S:2][C:3]1[N:8]=[CH:7][N:6]=[C:5]([CH2:9][C:10]#[N:11])[CH:4]=1.ClC1C=C(C=CC=1)C(OO)=[O:17]>C(Cl)Cl>[CH3:1][S:2]([C:3]1[N:8]=[CH:7][N:6]=[C:5]([CH2:9][C:10]#[N:11])[CH:4]=1)=[O:17]

参加物

4

反応物 2

HCID 70297m-Chloroperbenzoic acidHCID 591732732-[6-(Methylsulfanyl)pyrimidin-4-yl]acetonitrile2 回

生成物 1

HCID 67111377[6-(Methylsulfinyl)-4-pyrimidinyl]acetonitrile収率 46.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a suspension of [6-(methylthio)-4-pyrimidinyl]acetonitrile (Intermediate 15, 292 mg, 1.767 mmol) in DCM (15 mL) was added 3-chloroperoxybenzoic acid (457 mg, 2.65 mmol) at 0° C. The reaction mixture was allowed to warm to room temperature and kept stirring for 3 hours. The reaction mixture was quenched with saturated sodium thiosulfate solution (10 mL) and vigorously stirred for 30 minutes, then treated with DCM (75 mL). The reaction mixture was partitioned between DCM and water. The organic layer was washed with saturated ammonium carbonate solution, water and brine sequentially, then dried over sodium sulfate, concentrated under pressure to give the title compound as a brown solid (150 mg);

後処理

  1. customThe reaction mixture was quenched with saturated sodium thiosulfate solution (10 mL)
  2. stirringvigorously stirred for 30 minutes
  3. additiontreated with DCM (75 mL)
  4. customThe reaction mixture was partitioned between DCM and water
  5. washThe organic layer was washed with saturated ammonium carbonate solution, water and brine sequentially
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated under pressure

出典と根拠

ORDレコード
ord-2357ec3dc19048d887ecb8d1519a5c82
出典データセット
uspto-grants-2014_08
特許番号
US08796283B2

反応ノート

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