N-bromobutanimide → 4-(3-bromo-1-(4-methoxyphenyl)-1H-indol-2-yl)-3,5-dimethylisoxazole

HRID 383462ノート

反応式

HRID 383462 の反応式
C1C(=O)N([Br:8])C(=O)C1.[CH3:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([N:17]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH:19]=[C:18]2[C:26]2[C:27]([CH3:32])=[N:28][O:29][C:30]=2[CH3:31])=[CH:13][CH:12]=1>CN(C=O)C>[Br:8][C:19]1[C:20]2[C:25](=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:17]([C:14]2[CH:13]=[CH:12][C:11]([O:10][CH3:9])=[CH:16][CH:15]=2)[C:18]=1[C:26]1[C:27]([CH3:32])=[N:28][O:29][C:30]=1[CH3:31]

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 583782004-(1-(4-methoxyphenyl)-1H-indol-2-yl)-3,5-dimethylisoxazole

生成物 1

HCID 583782244-(3-bromo-1-(4-methoxyphenyl)-1H-indol-2-yl)-3,5-dimethylisoxazole収率 98%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

NBS (59 mg, 0.33 mmol) was added to a cooled (0° C.) solution of 4-(1-(4-methoxyphenyl)-1H-indol-2-yl)-3,5-dimethylisoxazole (105 mg, 0.33 mmol) in 5 ml of DMF. The temperature was allowed to warm to RT and the mixture was stirred at RT for 30 min DMF was evaporated. DCM and water were added and the phases were separated. After evaporation of the solvents, the residue was purified by flash chromatography with heptane/EtOAc 9:1 to provide 4-(3-bromo-1-(4-methoxyphenyl)-1H-indol-2-yl)-3,5-dimethylisoxazole in 98% yield. ES/MS m/z: 365.14 (M+H), 363.30 (M−H).

後処理

  1. customwas evaporated
  2. additionDCM and water were added
  3. customthe phases were separated
  4. customAfter evaporation of the solvents
  5. customthe residue was purified by flash chromatography with heptane/EtOAc 9:1

出典と根拠

ORDレコード
ord-3c31b660fc62435fbdd83109c9dac8a2
出典データセット
uspto-grants-2013_02
特許番号
US08367665B2

反応ノート

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