Potassium Hydroxide → HCID 23291908, compound

Participants

Reaction Conditions

Reaction Steps

Ethyl 4-[(1-isopropyl-4,4-dimethyl-1,2,3,4-tetrahydroquinolin-6-yl)methylamino]benzoate (Compound 9, 43 mg, 0.11 mmol) was dissolved in ethanol (4.0 mL) and the solution treated with 2.3 M KOH (1.0 mL). The solution was heated to 40° C. and stirred for 16 hours. The solution was cooled and concentrated under reduced pressure. The residue was diluted with water, acidified with 10% HCl, and extracted with ethyl acetate (2×). The combined organic layers were washed with brine, dried (MgSO4), filtered and concentrated under reduced pressure. Purification by silica gel chromatography (30% ethyl acetate in hexanes) give the title compound (29 mg, 73%) as a solid.

Provenance & Evidence