Sodium Hydroxide → 6-Chloro-2-(4,4-difluoro-piperidin-1-yl)-4-phenyl-quinoline-3-carboxylic acid

HRID 1497066Notes

Reaction equation

HRID 1497066 reaction equation
C([O:3][C:4]([C:6]1[C:7]([N:23]2[CH2:28][CH2:27][C:26]([F:30])([F:29])[CH2:25][CH2:24]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])C.[OH-].[Na+]>C(O)C>[Cl:22][C:12]1[CH:13]=[C:14]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([N:23]1[CH2:28][CH2:27][C:26]([F:30])([F:29])[CH2:25][CH2:24]1)[C:6]([C:4]([OH:5])=[O:3])=[C:15]2[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 866829356-Chloro-2-(4,4-difluoro-piperidin-1-yl)-4-phenyl-quinoline-3-carboxylic acid ethyl ester

Product 1

HCID 715562946-Chloro-2-(4,4-difluoro-piperidin-1-yl)-4-phenyl-quinoline-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The title compound was prepared in analogy to example 12 step B from a mixture of 6-chloro-2-(4,4-difluoro-piperidin-1-yl)-4-phenyl-quinoline-3-carboxylic acid ethyl ester and 1N NaOH in ethanol. Pale yellow solid (55 mg, 74%). LC-MS: 403 (M+H)+.

Sources & evidence

ORD record
ord-1e099e00701b4875b4723c43b1174486
Source dataset
uspto-grants-2015_12
Patent number
US09199938B2

Reaction notes

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