Sodium Hydroxide → HCID 53492321, compound

Participants

Reaction Steps

A mixture of methyl 3,3-dimethyl-2-(3-(1-methylazetidin-3-ylcarbamoyl)phenyl)-1,2,3,4-tetrahydroquinoline-6-carboxylate (100 mg, 0.25 mmol) in methanol (3.75 mL) and 1M sodium hydroxide aqueous solution (2.94 mL, 2.94 mmol) was heated to reflux for 1.5 h, LC-MS showed the reaction was complete and only the desired product formed. The solvent was concentrate in vacuo and the residue was dissolved in water and acidified with 1 M hydrochloric acid solution. The white precipitated solid was collected by filtration to afford 59 mg of 3,3-dimethyl-2-(3-(1-methylazetidin-3-ylcarbamoyl)phenyl)-1,2,3,4-tetrahydroquinoline-6-carboxylic acid was a white solid. Yield: 61.4%. MS (ESI+APCI) M+1=394.2.

Provenance & Evidence