Ammonia → HCID 25096336, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 5-[5-(naphthalen-1-yloxy)-pentyloxy]-1,2,3,4-tetrahydro-quinoline (100 mg, 0.28 mmol) and thiocarbonyl diimidazole (64 mg, 0.36 mmol) in dry THF (3 mL) was added triethylamine (30 mg, 0.3 mmol). After stirred at 50° C. for 3 h, the reaction mixture was treated with excess 2.0 M ammonia in methanol (4 mL). The stirring was continued overnight at 50° C. After removal of the solvent, the residue was purified by silica gel chromatography to give 5-[5-(naphthalen-1-yloxy)-pentyloxy]-3,4-dihydro-2H-quinoline-1-carbothioic acid amide, compound 4 (88 mg, 0.21 mmol, 75%) as a white solid. MS (EI): m/z 421 (M+H).

Provenance & Evidence