Water → HCID 22736936, 화합물

HRID 50861노트

반응식

HRID 50861 반응식
[F:1][C:2]1[C:11]([C:12](=[O:29])[CH2:13][N:14]2[CH2:19][CH2:18][C:17]([OH:28])([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([O:26][CH3:27])[CH:21]=3)[CH2:16][CH2:15]2)=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][C:6](=[O:30])[NH:7]2.[BH4-].[Na+].O>C(O)C>[F:1][C:2]1[C:11]([CH:12]([OH:29])[CH2:13][N:14]2[CH2:15][CH2:16][C:17]([OH:28])([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([O:26][CH3:27])[CH:21]=3)[CH2:18][CH2:19]2)=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][C:6](=[O:30])[NH:7]2

참가 물질

5

반응물 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 22736931HCID 22736931, 화합물

생성물 1

HCID 22736936HCID 22736936, 화합물수율 35.4%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

The mixture of 5-Fluoro-6-[[4-hydroxy-4-(3-methoxyphenyl)-1-piperidinyl]acetyl]-3,4-dihydroquinolin-2(1H)-one (630 mg, 1.5 mmol) and sodium borohydride (57 mg, 1.5 mmol) in ethanol (17 ml) was stirred at room temperature overnight. To the mixture was added water and extracted with dichloromethane. The extract was dried over sodium sulfate and concentrated in vacuo. The residue was purified by column chromatography (dichloromethane/methanol=10/1) to afford 5-Fluoro-6-[1-hydroxy-2-[4-hydroxy-4-(3-methoxyphenyl)-1-piperidinyl]ethyl]-3,4-dihydroquinolin-2(1H)-one as a yellow solid (220 mg).

후처리

  1. extractionextracted with dichloromethane
  2. dry with materialThe extract was dried over sodium sulfate
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified by column chromatography (dichloromethane/methanol=10/1)

출처 및 근거

ORD 기록
ord-4a7666dd809b4aaeb833848863166315
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06713490B2

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