4-Chloro-6,7-dimethoxyquinoline → HCID 22132673, compound

HRID 1857116Notes

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.[F:16][C:17]([F:34])([F:33])[C:18]1[CH:23]=[CH:22][C:21]([C:24]([C:26]2[CH:31]=[CH:30][C:29]([OH:32])=[CH:28][CH:27]=2)=[O:25])=[CH:20][CH:19]=1>>[F:16][C:17]([F:33])([F:34])[C:18]1[CH:19]=[CH:20][C:21]([C:24]([C:26]2[CH:31]=[CH:30][C:29]([O:32][C:2]3[C:11]4[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=4)[N:5]=[CH:4][CH:3]=3)=[CH:28][CH:27]=2)=[O:25])=[CH:22][CH:23]=1

Participants

Reactant 2

HCID 4596104-Chloro-6,7-dimethoxyquinoline

HCID 578726HCID 578726, compound

Product 1

HCID 22132673HCID 22132673, compoundYield 60%

Conditions

Temperature: 180 °C

Procedure

4-Chloro-6,7-dimethoxyquinoline (81 mg) and 4-hydroxyphenyl 4-trifluoromethylphenyl ketone (288 mg) obtained in Example 23 were mixed and stirred at 180° C. for 20 minutes, and the reaction mixture was then purified by thin layer chromatography on silica gel eluting with hexane/acetone (2/1) to obtain 98 mg of the title compound (yield: 60%).

Workup

customthe reaction mixture was then purified by thin layer chromatography on silica gel eluting with hexane/acetone (2/1)

Sources & evidence

ORD record: ord-c57030f2a18448e086b3ba4dcac0e964
Source dataset: uspto-grants-2000_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06143764

Reaction notes

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