Water → 6,7-Dimethoxy-4-(3,4-dimethoxyphenyl)-2-(2-ethylimidazol-1-ylmethyl)quinoline-3-carboxylic acid ethyl ester

HRID 862633

반응식

HRID 862633 반응식
[H-].[Na+].[CH2:3]([C:5]1[NH:6][CH:7]=[CH:8][N:9]=1)[CH3:4].Cl[CH2:11][C:12]1[C:21]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[C:20]([C:27]2[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[C:29]([O:35][CH3:36])[CH:28]=2)[C:19]2[C:14](=[CH:15][C:16]([O:39][CH3:40])=[C:17]([O:37][CH3:38])[CH:18]=2)[N:13]=1.O>CN(C)C=O>[CH2:3]([C:5]1[N:6]([CH2:11][C:12]2[C:21]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[C:20]([C:27]3[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[C:29]([O:35][CH3:36])[CH:28]=3)[C:19]3[C:14](=[CH:15][C:16]([O:39][CH3:40])=[C:17]([O:37][CH3:38])[CH:18]=3)[N:13]=2)[CH:7]=[CH:8][N:9]=1)[CH3:4]

참가 물질

6

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 661302-EthylimidazoleHCID 10813243Ethyl 2-chloromethyl-4-(3,4-dimethoxyphenyl)-6,7-dimethoxyquinoline-3-carboxylate

생성물 1

HCID 108154226,7-Dimethoxy-4-(3,4-dimethoxyphenyl)-2-(2-ethylimidazol-1-ylmethyl)quinoline-3-carboxylic acid ethyl ester수율 74%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Oily sodium hydride (60%, 0.323 g) was added to a solution of 2-ethylimidazole (0.776 g) in N,N-dimethylformamide (30 ml), and the mixture was stirred at room temperature for 15 minutes. Then ethyl 2-chloromethyl-6,7-dimethoxy-4-(3,4-dimethoxyphenyl)quinoline-3-carboxylate(3.0 g) was added. The mixture was stirred at 80° C. for 1 hour and poured into water, and the resulting crystals were collected by filtration and recrystallized from ethanol to give ethyl 2-(2-ethylimidazol-1-ylmethyl)-6,7-dimethoxy-4-(3,4-dimethoxyphenyl)quinoline-3-carboxylate (2.5 g, 74%). Colorless prisms. mp. 163°-164° C.

후처리

  1. stirringThe mixture was stirred at 80° C. for 1 hour
  2. filtrationthe resulting crystals were collected by filtration
  3. customrecrystallized from ethanol

출처 및 근거

ORD 기록
ord-374fb53d54c440ed9c27140d8011891c
출처 데이터셋
uspto-grants-1998_02
특허 번호
US05719157

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