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2,6-Difluoro-3-[2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-5-yl]benzaldehyde → 1-{2,6-Difluoro-3-[2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-5-yl]phenyl}prop-2-yn-1-ol

HRID 1036650
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HRID 1036650 반응식
[F:1][C:2]1[C:9]([C:10]2[CH:15]=[CH:14][N:13]3[N:16]=[C:17]([C:19]4[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=4)[CH:18]=[C:12]3[CH:11]=2)=[CH:8][CH:7]=[C:6]([F:26])[C:3]=1[CH:4]=[O:5].[C:27]([Mg]Br)#[CH:28]>O1CCCC1>[F:1][C:2]1[C:9]([C:10]2[CH:15]=[CH:14][N:13]3[N:16]=[C:17]([C:19]4[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=4)[CH:18]=[C:12]3[CH:11]=2)=[CH:8][CH:7]=[C:6]([F:26])[C:3]=1[CH:4]([OH:5])[C:27]#[CH:28]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 866728612,6-Difluoro-3-[2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-5-yl]benzaldehydeHCID 178418486HCID 178418486, 화합물

생성물 1

HCID 866728621-{2,6-Difluoro-3-[2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-5-yl]phenyl}prop-2-yn-1-ol수율 58.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

The procedure described in stage 2.5 is followed, starting with 0.270 g (0.77 mmol) of 2,6-difluoro-3-[2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-5-yl]benzaldehyde obtained in stage 6.1, in solution in 15 ml of tetrahydrofuran, followed by addition of 4.60 ml (2.30 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 (1/3), 0.171 g (57%) of the expected product is obtained in the form of a pale yellow powder.

후처리

  1. washafter chromatography on silica gel, elution
  2. additionbeing carried out with a mixture of cyclohexane and dichloromethane (1/3)

출처 및 근거

ORD 기록
ord-0f1c444a1add4611b6d5ca0caad8b495
출처 데이터셋
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08546424B2

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