m-Chloroperbenzoic acid → HCID 178504621、化合物

HRID 1809692ノート

反応式

HRID 1809692 の反応式
C1C=C(Cl)C=C(C(OO)=[O:9])C=1.[CH3:12][S:13][C:14]1[N:19]=[C:18]([C:20]2[C:28]3[C:23](=[N:24][C:25]([NH:29][CH2:30][CH2:31][OH:32])=[N:26][CH:27]=3)[NH:22][N:21]=2)[CH:17]=[CH:16][N:15]=1>ClCCl.CO>[CH3:12][S:13]([C:14]1[N:19]=[C:18]([C:20]2[C:28]3[C:23](=[N:24][C:25]([NH:29][CH2:30][CH2:31][OH:32])=[N:26][CH:27]=3)[NH:22][N:21]=2)[CH:17]=[CH:16][N:15]=1)=[O:9]

参加物

5

反応物 2

HCID 70297m-Chloroperbenzoic acidHCID 1785034392-[3-(2-methylsulfanyl-pyrimidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino]-ethanol

生成物 1

HCID 178504621HCID 178504621、化合物収率 257.8%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

実験手順

m-CPBA (797 mg, 4.62 mmol) was added slowly to a solution of 2-[3-(2-Methylsulfanyl-pyrimidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino]-ethanol (from Example 20 supra) (0.7 g, crude) in a mixture of dichloromethane and methanol (40 mL, 1:1). The reaction mixture was stirred at room temperature for 30 minutes. The solvent was then removed under reduced pressure and the solid was purified by column chromatography (silica gel, 10 g, 200-300 mesh, eluting with dichloromethane:methanol, 5:1) to afford 2-[3-(2-methanesulfinyl-pyrimidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino]-ethanol (Yield 1.9 g, crude). LC-MS: [M+H]+ 320.

後処理

  1. customThe solvent was then removed under reduced pressure
  2. customthe solid was purified by column chromatography (silica gel, 10 g, 200-300 mesh, eluting with dichloromethane:methanol, 5:1)

出典と根拠

ORDレコード
ord-4ba1e2abe3164c5ba8a3bfb6202489e6
出典データセット
uspto-grants-2013_01
特許番号
US08362023B2

反応ノート

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