1-{3-[2-(4-Fluorophenyl)pyrazolo[1,5-a]pyridin-5-yl]phenyl}ethanone → 2-{3-[2-(4-Fluorophenyl)pyrazolo[1,5-a]pyridin-5-yl]phenyl}but-3-yn-2-ol

HRID 1036646노트

반응식

HRID 1036646 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:25]=[C:11]3[CH:12]=[C:13]([C:16]4[CH:17]=[C:18]([C:22](=[O:24])[CH3:23])[CH:19]=[CH:20][CH:21]=4)[CH:14]=[CH:15][N:10]3[N:9]=2)=[CH:4][CH:3]=1.[C:26]([Mg]Br)#[CH:27]>O1CCCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:25]=[C:11]3[CH:12]=[C:13]([C:16]4[CH:17]=[C:18]([C:22]([OH:24])([C:26]#[CH:27])[CH3:23])[CH:19]=[CH:20][CH:21]=4)[CH:14]=[CH:15][N:10]3[N:9]=2)=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 703755651-{3-[2-(4-Fluorophenyl)pyrazolo[1,5-a]pyridin-5-yl]phenyl}ethanoneHCID 178418486HCID 178418486, 화합물

생성물 1

HCID 510296392-{3-[2-(4-Fluorophenyl)pyrazolo[1,5-a]pyridin-5-yl]phenyl}but-3-yn-2-ol수율 6.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

The procedure described in stage 2.5 is followed, starting with 0.261 g (0.79 mmol) of 1-{3-[2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-5-yl]phenyl}ethanone obtained in stage 4.1, in solution in 10 ml of tetrahydrofuran, followed by addition of 4.74 ml (2.37 mmol) of an ethynylmagnesium bromide solution (0.5M in tetrahydrofuran) and after chromatography on silica gel, elution being carried out with a mixture of cyclohexane and dichloromethane (1/9), 0.018 g (6%) of the expected product is obtained in the fowl of a white powder.

후처리

  1. washafter chromatography on silica gel, elution
  2. additionbeing carried out with a mixture of cyclohexane and dichloromethane (1/9)

출처 및 근거

ORD 기록
ord-da18e4886a7649f3b35e38cc87faa9f5
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546424B2

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