Azobisisobutyronitrile → ethyl 2-(3-bromo-5-methyl-2H-indazol-2-yl)benzoate

HRID 274131ノート

反応式

HRID 274131 の反応式
[CH3:1][C:2]1[CH:10]=[CH:9][C:8]2[C:4](=[CH:5][N:6]([C:11]3[CH:21]=[CH:20][CH:19]=[CH:18][C:12]=3[C:13]([O:15][CH2:16][CH3:17])=[O:14])[N:7]=2)[CH:3]=1.[Br:22]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N>C(Cl)(Cl)(Cl)Cl>[Br:22][C:5]1[N:6]([C:11]2[CH:21]=[CH:20][CH:19]=[CH:18][C:12]=2[C:13]([O:15][CH2:16][CH3:17])=[O:14])[N:7]=[C:8]2[C:4]=1[CH:3]=[C:2]([CH3:1])[CH:10]=[CH:9]2

参加物

5

反応物 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 20094524ethyl 2-(5-methyl-2H-indazol-2-yl)benzoate

生成物 1

HCID 20094549ethyl 2-(3-bromo-5-methyl-2H-indazol-2-yl)benzoate収率 80.2%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

Carbon tetrachloride (26 ml) was added to ethyl 2-(5-methyl-2H-indazol-2-yl)benzoate (1.43 g, 5.10 mmol) as obtained in Reference Example 3 and the mixture was stirred. Thereto were added N-bromosuccinimide (0.908 g, 5.10 mmol) and azobisisobutyronitrile (78 mg, 0.48 mmol), and the mixture was refluxed under heating for 3 hours. After cooling, the mixture was filtered, and the cake was washed twice with carbon tetrachloride (5 ml). The filtrate was concentrated, and subjected to flash chromatography on silica gel using a mixed solvent of hexane/ethyl acetate (8:1-3:1), whereby 1.47 g of ethyl 2-(3-bromo-5-methyl-2H-indazol-2-yl)benzoate was obtained.

後処理

  1. customas obtained in Reference Example 3
  2. temperaturethe mixture was refluxed
  3. temperatureunder heating for 3 hours
  4. temperatureAfter cooling
  5. filtrationthe mixture was filtered
  6. washthe cake was washed twice with carbon tetrachloride (5 ml)
  7. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-a396e4a2660146bdb25caf16e91adfc5
出典データセット
uspto-grants-1995_02
特許番号
US05387684

反応ノート

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