4-Fluoroaniline → 4-(4-Fluorophenylamino)-6,7-diethoxy-3-quinolinecarbonitrile

Reaction equation

Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:15][CH2:16][CH3:17])=[C:9]([O:12][CH2:13][CH3:14])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:18]#[N:19].[F:20][C:21]1[CH:27]=[CH:26][C:24]([NH2:25])=[CH:23][CH:22]=1>>[F:20][C:21]1[CH:27]=[CH:26][C:24]([NH:25][C:2]2[C:11]3[C:6](=[CH:7][C:8]([O:15][CH2:16][CH3:17])=[C:9]([O:12][CH2:13][CH3:14])[CH:10]=3)[N:5]=[CH:4][C:3]=2[C:18]#[N:19])=[CH:23][CH:22]=1

Participants

Reactant 2

HCID 97314-Fluoroaniline

HCID 107788724-Chloro-6,7-diethoxyquinoline-3-carbonitrile

Product 1

HCID 224666754-(4-Fluorophenylamino)-6,7-diethoxy-3-quinolinecarbonitrile

Procedure

In the manner of Example 105 reaction of 4-chloro-6,7-diethoxy-3-quinolinecarbonitrile with 4-fluoroaniline gave the title compound as a tan solid, mp 177-181° C.

Sources & evidence

ORD record: ord-8526d6ca3623403ea982e5463cfe8dc6
Source dataset: uspto-grants-1999_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06002008

Reaction notes

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