Water → tert-butyl (6R,7R)-7-(4-chloro-3-fluorophenyl)-6-{[3-(hydrazinocarbonyl)-2-oxopyridin-1(2H)-yl]methyl}-1,4-oxazepane-4-carboxylate

HRID 1022822노트

반응식

HRID 1022822 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]2[O:14][CH2:13][CH2:12][N:11]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:10][C@H:9]2[CH2:22][N:23]2[CH:28]=[CH:27][CH:26]=[C:25]([C:29]([O:31]C)=O)[C:24]2=[O:33])=[CH:4][C:3]=1[F:34].O.[NH2:36][NH2:37].O>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]2[O:14][CH2:13][CH2:12][N:11]([C:15]([O:17][C:18]([CH3:19])([CH3:21])[CH3:20])=[O:16])[CH2:10][C@H:9]2[CH2:22][N:23]2[CH:28]=[CH:27][CH:26]=[C:25]([C:29]([NH:36][NH2:37])=[O:31])[C:24]2=[O:33])=[CH:4][C:3]=1[F:34]

참가 물질

5

반응물 3

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 66975246HCID 66975246, 화합물

생성물 1

HCID 66975927tert-butyl (6R,7R)-7-(4-chloro-3-fluorophenyl)-6-{[3-(hydrazinocarbonyl)-2-oxopyridin-1(2H)-yl]methyl}-1,4-oxazepane-4-carboxylate수율 88.6%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of tert-butyl (6R,7R)-7-(4-chloro-3-fluorophenyl)-6-{[3-(methoxycarbonyl)-2-oxopyridin-1(2H)-yl]methyl}-1,4-oxazepane-4-carboxylate (155.7 mg) in ethanol (1.5 mL) was added hydrazine monohydrate (79 mg) at room temperature, and the mixture was heated under reflux for 2 days. The reaction mixture was allowed to cool to room temperature, and poured into water, and the mixture was partitioned with ethyl acetate. The organic layer was washed with brine, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure to give the title compound (138 mg).

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 2 days
  3. customthe mixture was partitioned with ethyl acetate
  4. washThe organic layer was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. customThe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-4b6a8bce2172424ba360ee1fe3c7423f
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722662B2

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