Methanol → 2-(2-Bromoisonicotinoylamino)-3-(3,4-dimethoxyphenyl)-1-propanol

HRID 1739435노트

반응식

HRID 1739435 반응식
C([O:3][C:4](=O)[C@H:5]([CH2:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[C:19]([O:25][CH3:26])[CH:18]=1)[NH:6][C:7](=[O:15])[C:8]1[CH:13]=[CH:12][N:11]=[C:10]([Br:14])[CH:9]=1)C.[BH4-].[Na+].CO.O>O1CCCC1>[Br:14][C:10]1[CH:9]=[C:8]([CH:13]=[CH:12][N:11]=1)[C:7]([NH:6][CH:5]([CH2:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[C:19]([O:25][CH3:26])[CH:18]=1)[CH2:4][OH:3])=[O:15]

참가 물질

6

반응물 4

HCID 887MethanolHCID 962WaterHCID 4311764Sodium borohydrideHCID 53678990N-(2-bromoisonicotinoyl)-3-(3,4-dimethoxyphenyl)alanine ethyl ester

생성물 1

HCID 218408112-(2-Bromoisonicotinoylamino)-3-(3,4-dimethoxyphenyl)-1-propanol수율 88.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of N-(2-bromoisonicotinoyl)-3-(3,4-dimethoxyphenyl)alanine ethyl ester (12.8 g) in tetrahydrofuran (100 ml) is added sodium borohydride (3.3 g), and thereto is added dropwise methanol (15 ml) with heating under reflux over a period of three hours. The reaction mixture is cooled with ice, and thereto is added water. The mixture is extracted with chloroform, and the extract is washed, dried, and concentrated to give 2-(2-bromoisonicotinoylamino)-3-(3,4-dimethoxyphenyl)-1-propanol (10.2 g).

후처리

  1. temperaturewith heating
  2. temperatureunder reflux over a period of three hours
  3. temperatureThe reaction mixture is cooled with ice
  4. extractionThe mixture is extracted with chloroform
  5. washthe extract is washed
  6. customdried
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-ac3eca234ea841d6b08ddd88dba774de
출처 데이터셋
uspto-grants-1999_10
특허 번호
US05965730

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