Sodium Hydroxide → 2-(3-(2-Chloro-4-fluorobenzamido)-4-fluorophenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylic acid

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A mixture of methyl 2-(3-(2-chloro-4-fluorobenzamido)-4-fluorophenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylate (100 mg, 0.2 mmol), 3.1 mL aqueous solution of sodium hydroxide (124 mg, 3.1 mmol) in 5 mL methanol was stirred at reflux for 1 h. LC-MS indicated that the starting material was consumed completely. The solvent was removed by reduced pressure. The residue was purified by column chromatography (petroleum ether/ethyl acetate=1:1) to afford 68 mg of 2-(3-(2-chloro-4-fluorobenzamido)-4-fluorophenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylic acid as a pale yellow solid; yield: 72.3%. MS (ESI+APCI) M+1=471.

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