Sodium Hydroxide → HCID 58476167, compound

Participants

Reaction Steps

A mixture of methyl 3,3-dimethyl-2-(3-(1-methylpyrrolidin-3-ylcarbamoyl)phenyl)-1,2,3,4-tetrahydroquinoline-6-carboxylate (150 mg, 0.36 mmol) in methanol (6 mL) and 1N sodium hydroxide aqueous solution (5.3 mL, 5.3 mmol) was heated to reflux for 4 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 acetone, dichloromethane and ether sequentially to afford 78 mg of 3,3-dimethyl-2-(3-(1-methylpyrrolidin-3-ylcarbamoyl)phenyl)-1,2,3,4-tetrahydroquinoline-6-carboxylic acid as a white solid. Yield: 53.8%, LC-MS (M+1)=408.2.

Provenance & Evidence