3-Bromo-5-ethoxy-4-hydroxybenzaldehyde → 4-(3-bromo-5-ethoxy-4-hydroxy-phenyl)-2-methyl-5-oxo-7-propyl-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylic acid (1S)-[1-(4-methoxy-phenyl)-ethyl]-amide

HRID 910763ノート

反応式

HRID 910763 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C@@H:9]([NH:11][C:12](=[O:17])[CH:13]=[C:14]([NH2:16])[CH3:15])[CH3:10])=[CH:5][CH:4]=1.[Br:18][C:19]1[CH:20]=[C:21]([CH:24]=[C:25]([O:28][CH2:29][CH3:30])[C:26]=1[OH:27])[CH:22]=O.[CH2:31]([CH:34]1[CH2:39][C:38](=[O:40])[CH2:37][C:36](=O)[CH2:35]1)[CH2:32][CH3:33]>C(O)C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C@@H:9]([NH:11][C:12]([C:13]2[CH:22]([C:21]3[CH:24]=[C:25]([O:28][CH2:29][CH3:30])[C:26]([OH:27])=[C:19]([Br:18])[CH:20]=3)[C:37]3[C:38](=[O:40])[CH2:39][CH:34]([CH2:31][CH2:32][CH3:33])[CH2:35][C:36]=3[NH:16][C:14]=2[CH3:15])=[O:17])[CH3:10])=[CH:7][CH:8]=1

参加物

5

反応物 3

HCID 6124963-Bromo-5-ethoxy-4-hydroxybenzaldehydeHCID 27372245-Propylcyclohexane-1,3-dioneHCID 67417518(s)-3-Amino-but-2-enoic acid [1-(4-methoxy-phenyl)-ethyl]-amide

生成物 1

HCID 674194224-(3-bromo-5-ethoxy-4-hydroxy-phenyl)-2-methyl-5-oxo-7-propyl-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylic acid (1S)-[1-(4-methoxy-phenyl)-ethyl]-amide

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
80 °C

実験手順

A mixture of (S)-3-amino-but-2-enoic acid [1-(4-methoxy-phenyl)-ethyl]-amide (10 g), 3-bromo-5-ethoxy-4-hydroxy-benzaldehyde (10.4 g) and 5-propylcyclohexane-1,3-dione (6.5 g) in ethanol (150 ml) was stirred at 80° C. for 18 hr. The mixture was concentrated in vacuo. The residue was dissolved in toluene (100 ml) and dichloromethane (50 ml) and evaporated until a precipitated formed. The solid obtained was then crystallized in EtOAc.

後処理

  1. concentrationThe mixture was concentrated in vacuo
  2. dissolutionThe residue was dissolved in toluene (100 ml)
  3. customdichloromethane (50 ml) and evaporated until a precipitated
  4. customformed
  5. customThe solid obtained
  6. customwas then crystallized in EtOAc

出典と根拠

ORDレコード
ord-a429293d35a64bc08d2dab2e8e49d804
出典データセット
uspto-grants-2011_09
特許番号
US08022218B2

反応ノート

読み込み中…