m-Chloroperbenzoic acid → HCID 178504621, 화합물

HRID 1809692노트

반응식

HRID 1809692 반응식
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]

참가 물질

5

반응물 2

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

생성물 1

HCID 178504621HCID 178504621, 화합물수율 257.8%

시약·촉매·용매 2

HCID 887Methanol용매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-4ba1e2abe3164c5ba8a3bfb6202489e6
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08362023B2

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