Sodium Hydroxide → HCID 58476152, compound

Participants

Reaction Steps

A mixture of methyl 3,3-dimethyl-2-(3-(pyrrolidine-1-carbonyl)-phenyl)-1,2,3,4-tetrahydroquinoline-6-carboxylate (120 mg, 0.31 mmol) in methanol (4.8 mL) and 1N sodium hydroxide aqueous solution (4.58 mL, 4.58 mmol) was heated to reflux for 2 h, LC-MS showed the reaction was complete. The solvent was removed in vacuo and the residual was acidified with 1N hydrochloric acid solution to pH=6. The precipitated white solid was collected by filtration and washed with dichloromethane to afford 70 mg of 3,3-dimethyl-2-(3-(pyrrolidine-1-carbonyl)-phenyl)-1,2,3,4-tetrahydroquinoline-6-carboxylic acid as a white powder. Yield: 60.5%. LC-MS (M+1)=379.2.

Provenance & Evidence