Ethyl 2,6-dichloro-4-phenylquinoline-3-carboxylate → 6-Chloro-2-(4,4-difluoro-piperidin-1-yl)-4-phenyl-quinoline-3-carboxylic acid ethyl ester
Reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7](Cl)=[N:8][C:9]2[C:14]([C:15]=1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[CH:13][C:12]([Cl:22])=[CH:11][CH:10]=2)=[O:5])[CH3:2].[F:24][C:25]1([F:31])[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1>>[CH2:1]([O:3][C:4]([C:6]1[C:7]([N:28]2[CH2:29][CH2:30][C:25]([F:31])([F:24])[CH2:26][CH2:27]2)=[N:8][C:9]2[C:14]([C:15]=1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[CH:13][C:12]([Cl:22])=[CH:11][CH:10]=2)=[O:5])[CH3:2]Participants
3
Procedure
The title compound was prepared in analogy to example 11 step C from 2,6-dichloro-4-phenyl-quinoline-3-carboxylic acid ethyl ester (prepared as described in example 11 step B) and 4,4-difluoro-piperidine. Pale yellow solid (110 mg, 44%). LC-MS: 431 (M+H)+.
Sources & evidence
- ORD record
- ord-140d26d70e0342579440e83b975567d6
- Source dataset
- uspto-grants-2015_12
- Patent number
- US09199938B2
Reaction notes
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