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

HRID 216395노트

반응식

HRID 216395 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-2302f5a4f66e4a9e83926e47e9201c82
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08193228B2

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