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ChemicalBook CAS DataBase List 2-(trifluoromethyl)quinoline-6-carboxylic acid

2-(trifluoromethyl)quinoline-6-carboxylic acid synthesis

2synthesis methods
-

Yield:952182-51-3 98%

Reaction Conditions:

with trifluoroacetic acid in dichloromethane at 0 - 20; for 36 h;

Steps:

CA10D

To a solution of tert-butyl 2-trifluoromethylquinoline-6-carboxylate (2 g, 7 mmol) in dichloromethane (50 mL), cooled to 0 0C, was added trifluoroacetic acid (5.18 mL, 67.2 mmol) and the reaction mixture allowed to warm to room temperature and stirred for 36 h. The reaction mixture was concentrated under reduced pressure and the crude product obtained triturated with heptane (4 x 10 mL) to give 2-trifluoromethylquinoline-6-carboxylic acid (1.58 g, 98 %). 1H NMR (400 MHz, CD3OD) δ 7.93 (1 H, d), β.24 (1 H1 d), 8.42 (1H1 dd), 8.73 (1 H1 d), 8.78 (1 H, d). LCMS: Retention time: 1.38 min. MS (ESI) m/z 242 (M + H)+.

References:

WO2008/59370,2008,A2 Location in patent:Page/Page column 66

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