Sodium Hydroxide → HCID 58476243, compound

Participants

Reaction Steps

A mixture of methyl 3,3-dimethyl-2-(3-(tetrahydrofuran-3-ylcarbamoyl)phenyl)-1,2,3,4-tetrahydroquinoline-6-carboxylate (185 mg, 0.44 mmol) in methanol (7.4 mL) and 1N sodium hydroxide aqueous solution (6.6 mL, 6.6 mmol) was heated to reflux for 1 h, LC-MS showed the reaction was complete. The solvent was removed in vacuo and the residue was acidified with 1N hydrochloric acid solution to pH=6. The precipitated white solid was collected by filtration and washed with dichloromethane/ether to afford 125 mg of 3,3-dimethyl-2-(3-(tetrahydrofuran-3-ylcarbamoyl)phenyl)-1,2,3,4-tetrahydroquinoline-6-carboxylic acid as a white solid. Yield: 70%. LC-MS(M+1)=395.2.

Provenance & Evidence