Imidazole → 2-Benzyl-5-[[5-(4-bromo-phenyl)-3-methyl-isoxazol-4-yl]-(tert-butyl-dimethyl-silanyloxy)-methyl]-[1,3,4]oxadiazole

HRID 1183381노트

반응식

HRID 1183381 반응식
[CH2:1]([C:8]1[O:12][C:11]([CH:13]([C:15]2[C:16]([CH3:27])=[N:17][O:18][C:19]=2[C:20]2[CH:25]=[CH:24][C:23]([Br:26])=[CH:22][CH:21]=2)[OH:14])=[N:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Si:28](Cl)([C:31]([CH3:34])([CH3:33])[CH3:32])([CH3:30])[CH3:29].N1C=CN=C1.CCOC(C)=O>CN(C=O)C>[CH2:1]([C:8]1[O:12][C:11]([CH:13]([C:15]2[C:16]([CH3:27])=[N:17][O:18][C:19]=2[C:20]2[CH:21]=[CH:22][C:23]([Br:26])=[CH:24][CH:25]=2)[O:14][Si:28]([C:31]([CH3:34])([CH3:33])[CH3:32])([CH3:30])[CH3:29])=[N:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 795ImidazoleHCID 8857Ethyl AcetateHCID 28928tert-Butyldimethylsilyl chlorideHCID 66577613(5-Benzyl-[1,3,4]oxadiazol-2-yl)-[5-(4-bromo-phenyl)-3-methyl-isoxazol-4-yl]-methanol

생성물 1

HCID 665798972-Benzyl-5-[[5-(4-bromo-phenyl)-3-methyl-isoxazol-4-yl]-(tert-butyl-dimethyl-silanyloxy)-methyl]-[1,3,4]oxadiazole

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

(5-Benzyl-[1,3,4]oxadiazol-2-yl)-[5-(4-bromo-phenyl)-3-methyl-isoxazol-4-yl]-methanol (0.537 g, 1.26 mmol), tert-butyldimethylsilyl chloride (0.209 g, 3.78 mmol) and imidazole (0.095 g, 3.78 mmol) were combined in DMF (8 mL) and stirred at room temperature for 72 hours. Standard aqueous workup and silica gel chromatography (0-10% EtOAc in hexanes) gave the title compound.

출처 및 근거

ORD 기록
ord-aa6f7e0307684177aa7469439a0e3483
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08664220B2

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