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 910763노트

반응식

HRID 910763 반응식
[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

참가 물질

5

반응물 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

생성물 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

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
80 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a429293d35a64bc08d2dab2e8e49d804
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08022218B2

반응 노트

불러오는 중…