4-Chloro-6,7-dimethoxyquinoline → 6,7-Dimethoxy-4-(5-methoxy-1-naphthyloxy)quinoline

HRID 1857100Notes

Reaction equation

HRID 1857100 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][CH:3]=1.[CH3:16][O:17][C:18]1[CH:27]=[CH:26][CH:25]=[C:24]2[C:19]=1[CH:20]=[CH:21][CH:22]=[C:23]2[OH:28]>>[CH3:13][O:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][C:8]=1[O:14][CH3:15])[N:5]=[CH:4][CH:3]=[C:2]2[O:28][C:23]1[C:24]2[C:19](=[C:18]([O:17][CH3:16])[CH:27]=[CH:26][CH:25]=2)[CH:20]=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 4596104-Chloro-6,7-dimethoxyquinolineHCID 110629015-Methoxynaphthalen-1-ol

Product 1

HCID 221327786,7-Dimethoxy-4-(5-methoxy-1-naphthyloxy)quinolineYield 14%

Conditions

Temperature
180 °C

Procedure

4-Chloro-6,7-dimethoxyquinoline (85 mg) and 5-methoxy-1-naphthol (67 mg) obtained in Example 5 were mixed and stirred at 180° C. for 20 minutes, and the reaction mixture was then purified in the same manner as described in Example 2 to obtain 19 mg of the title compound (yield: 14%).

Workup

  1. customthe reaction mixture was then purified in the same manner

Sources & evidence

ORD record
ord-5bd379ee80b24fbb9d72f421508f3f0d
Source dataset
uspto-grants-2000_11
Patent number
US06143764

Reaction notes

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