Lithium Hydroxide → (2S)-2-(2-bromoisonicotinoylamino)-3-(3,4-dimethoxyphenyl)-1-propanol

HRID 1739432노트

반응식

HRID 1739432 반응식
BrC1C=C(C=CN=1)C([O:7][CH2:8][C@@H:9]([NH:21][C:22](=[O:30])[C:23]1[CH:28]=[CH:27][N:26]=[C:25]([Br:29])[CH:24]=1)[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[C:13]([O:19][CH3:20])[CH:12]=1)=O.[OH-].[Li+]>CO>[Br:29][C:25]1[CH:24]=[C:23]([CH:28]=[CH:27][N:26]=1)[C:22]([NH:21][C@@H:9]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[C:13]([O:19][CH3:20])[CH:12]=1)[CH2:8][OH:7])=[O:30]

참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 56981746(2S)-1-(2-bromoisonicotinoyloxy)-2-(2-bromoisonicotinoylamino)-3-(3,4-dimethoxyphenyl)propane

생성물 1

HCID 57095136(2S)-2-(2-bromoisonicotinoylamino)-3-(3,4-dimethoxyphenyl)-1-propanol수율 37.6%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a suspension of (2S)-1-(2-bromoisonicotinoyloxy)-2-(2-bromoisonicotinoylamino)-3-(3,4-dimethoxyphenyl)propane (4.68 g) in methanol (100 ml) is added a 1 M lithium hydroxide (8.1 ml), and the mixture is stirred for 15 hours. The reaction mixture is concentrated under reduced pressure to remove the methanol, and the residue is extracted with methylene chloride. The extract is washed, dried, and concentrated. The residue is purified by silica gel chromatography (solvent; chloroform:acetone=5:1) to give (2S)-2-(2-bromoisonicotinoylamino)-3-(3,4-dimethoxyphenyl)-1-propanol (1.2 g).

후처리

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. customto remove the methanol
  3. extractionthe residue is extracted with methylene chloride
  4. washThe extract is washed
  5. customdried
  6. concentrationconcentrated
  7. customThe residue is purified by silica gel chromatography (solvent; chloroform:acetone=5:1)

출처 및 근거

ORD 기록
ord-87180e24245c4dd68caee8f4e4c9e2ae
출처 데이터셋
uspto-grants-1999_10
특허 번호
US05965730

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