Water → 4-(1-phenyl-1H-indazol-3-yl)-1-piperazine carboxylic acid ethyl ester

HRID 655009ノート

反応式

HRID 655009 の反応式
[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][N:9]([C:12](=[N:20][NH:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2F)[CH2:8][CH2:7]1)=[O:5])[CH3:2].CC(C)([O-])C.[K+].O>O1CCCC1>[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][N:9]([C:12]2[C:13]3[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=3)[N:21]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[N:20]=2)[CH2:8][CH2:7]1)=[O:5])[CH3:2]

参加物

5

反応物 3

HCID 962WaterHCID 23665647Potassium tert-butoxideHCID 542902884-[(Phenylhydrazono)(2-fluorophenyl)methyl]-1-piperazine carboxylic acid ethyl ester

生成物 1

HCID 151170734-(1-phenyl-1H-indazol-3-yl)-1-piperazine carboxylic acid ethyl ester収率 51%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a stirred solution, under nitrogen of 16.2 g of 4-[(phenylhydrazono)(2-fluorophenyl)methyl]-1-piperazine carboxylic acid ethyl ester in 150 ml of tetrahydrofuran was added, dropwise, a solution of 6.0 g of potassium t-butoxide in 60 ml of tetrahydrofuran. The reaction mixture was stirred at room temperature for 16 hrs., poured into water, and extracted with dichloromethane. The extract was washed with water, dried over anhydrous magnesium sulfate, filtered, and concentrated to an oil. The oil was purified on a Water's Model 500 Preparative High Pressure Liquid Chromatograph utilizing two silica gel columns and hexane/ethyl acetate (3:1 by volume) as the eluent. Concentration of the appropriate fractions yielded 5.3 g (51%) of 4-(1-phenyl-1H-indazol-3-yl)-1-piperazine carboxylic acid ethyl ester.

後処理

  1. extractionextracted with dichloromethane
  2. washThe extract was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated to an oil
  6. customThe oil was purified on a Water'

出典と根拠

ORDレコード
ord-b42455725663436ca12b8f0b7c3040b7
出典データセット
uspto-grants-1992_07
特許番号
US05134236

反応ノート

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