3-Cyclohexyl-3-oxopropanenitrile → 6-Chloro-2-cyclohexyl-7-fluoro-4-phenyl-quinoline-3-carbonitrile

HRID 1497255Notes

Reaction equation

HRID 1497255 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([Cl:9])=[CH:4][C:3]=1[C:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=O.[CH:18]1([C:24](=O)[CH2:25][C:26]#[N:27])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1>>[Cl:9][C:5]1[CH:4]=[C:3]2[C:2](=[CH:7][C:6]=1[F:8])[N:1]=[C:24]([CH:18]1[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1)[C:25]([C:26]#[N:27])=[C:10]2[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 113095973-Cyclohexyl-3-oxopropanenitrileHCID 86683059(2-Amino-5-chloro-4-fluoro-phenyl)-phenyl-methanone

Product 1

HCID 866830716-Chloro-2-cyclohexyl-7-fluoro-4-phenyl-quinoline-3-carbonitrile

Procedure

The title compound was prepared in analogy to example 101 step B from (2-amino-5-chloro-4-fluoro-phenyl)-phenyl-methanone (prepared as described in example 105 step D) and 3-cyclohexyl-3-oxo-propionitrile (prepared as described in example 110 step A). Off-white solid. MS (ESI): 365.4 (M+H)+.

Sources & evidence

ORD record
ord-90f8e2460f7348ae9735ffc647bb787b
Source dataset
uspto-grants-2015_12
Patent number
US09199938B2

Reaction notes

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