Lithium borohydride → 2-[4-(2,2-dimethylbutyl)-1-trityl-1H-imidazol-2-yl]-1-[4-(5-fluoropyridin-2-yl)phenyl]ethanol

HRID 216395ノート

反応式

HRID 216395 の反応式
[BH4-].[Li+].[CH3:3][C:4]([CH3:48])([CH2:46][CH3:47])[CH2:5][C:6]1[N:7]=[C:8]([CH2:30][C:31]([C:33]2[CH:38]=[CH:37][C:36]([C:39]3[CH:44]=[CH:43][C:42]([F:45])=[CH:41][N:40]=3)=[CH:35][CH:34]=2)=[O:32])[N:9]([C:11]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:10]=1>CO>[CH3:3][C:4]([CH3:48])([CH2:46][CH3:47])[CH2:5][C:6]1[N:7]=[C:8]([CH2:30][CH:31]([C:33]2[CH:34]=[CH:35][C:36]([C:39]3[CH:44]=[CH:43][C:42]([F:45])=[CH:41][N:40]=3)=[CH:37][CH:38]=2)[OH:32])[N:9]([C:11]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:10]=1

参加物

4

反応物 2

HCID 4148881Lithium borohydrideHCID 686681262-[4-(2,2-dimethylbutyl)-1-trityl-1H-imidazol-2-yl]-1-[4-(5-fluoropyridin-2-yl)phenyl]ethanone

生成物 1

HCID 686683162-[4-(2,2-dimethylbutyl)-1-trityl-1H-imidazol-2-yl]-1-[4-(5-fluoropyridin-2-yl)phenyl]ethanol

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Lithium borohydride (22 mg, 1 mmol) was added to a −78° C. solution of 2-[4-(2,2-dimethylbutyl)-1-trityl-1H-imidazol-2-yl]-1-[4-(5-fluoropyridin-2-yl)phenyl]ethanone (200 mg, 0.33 mmol) in methanol (20 mL). After stirring at ambient temperature for 1.5 h, the reaction mixture was quenched with acetone (1 mL) and concentrated in vacuo. Chromatography over silica eluting with 0-30% ethyl acetate/hexane afforded 2-[4-(2,2-dimethylbutyl)-1-trityl-1H-imidazol-2-yl]-1-[4-(5-fluoropyridin-2-yl)phenyl]ethanol.

後処理

  1. customthe reaction mixture was quenched with acetone (1 mL)
  2. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-2302f5a4f66e4a9e83926e47e9201c82
出典データセット
uspto-grants-2012_06
特許番号
US08193228B2

反応ノート

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