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

HRID 1739435ノート

反応式

HRID 1739435 の反応式
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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-ac3eca234ea841d6b08ddd88dba774de
出典データセット
uspto-grants-1999_10
特許番号
US05965730

反応ノート

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