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

HRID 655009노트

반응식

HRID 655009 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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'

출처 및 근거

ORD 기록
ord-b42455725663436ca12b8f0b7c3040b7
출처 데이터셋
uspto-grants-1992_07
특허 번호
US05134236

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