4-Ethyl-3-oxohexanenitrile → 6-Chloro-2-(1-ethyl-propyl)-7-fluoro-4-phenyl-quinoline-3-carbonitrile

HRID 1497245Notes

Reaction equation

HRID 1497245 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.[CH2:18]([CH:20]([CH2:26][CH3:27])[C:21](=O)[CH2:22][C:23]#[N:24])[CH3:19]>>[Cl:9][C:5]1[CH:4]=[C:3]2[C:2](=[CH:7][C:6]=1[F:8])[N:1]=[C:21]([CH:20]([CH2:26][CH3:27])[CH2:18][CH3:19])[C:22]([C:23]#[N:24])=[C:10]2[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 235057484-Ethyl-3-oxohexanenitrileHCID 86683059(2-Amino-5-chloro-4-fluoro-phenyl)-phenyl-methanone

Product 1

HCID 866830616-Chloro-2-(1-ethyl-propyl)-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 4-ethyl-3-oxo-hexanenitrile (prepared as described in example 101 step A). Off-white solid. MS (ESI): 353.4 (M+H)+.

Sources & evidence

ORD record
ord-65cca63271c84d678dabe1171288a391
Source dataset
uspto-grants-2015_12
Patent number
US09199938B2

Reaction notes

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