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

HRID 1183381ノート

反応式

HRID 1183381 の反応式
[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

参加物

6

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

(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.

出典と根拠

ORDレコード
ord-aa6f7e0307684177aa7469439a0e3483
出典データセット
uspto-grants-2014_03
特許番号
US08664220B2

反応ノート

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