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 1036646ノート

反応式

HRID 1036646 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-da18e4886a7649f3b35e38cc87faa9f5
出典データセット
uspto-grants-2013_10
特許番号
US08546424B2

反応ノート

読み込み中…