Diisopropylethylamine → 6-((4-(2-Fluorophenyl)-1-methyl-1H-1,2,3-triazol-5-yl)methoxy)-N-(tetrahydro-2H-pyran-4-yl)nicotinamide

Participants

Reaction Steps

To a solution of 6-((4-(2-fluorophenyl)-1-methyl-1H-1,2,3-triazol-5-yl)methoxy)nicotinic acid (98 mg, 0.3 mmol) and TBTU (105 mg, 0.33 mmol) in DMF (1 mL) was added DIPEA (261 μL, 1.49 mmol). Then 4-aminotetrahydropyran (34 μL, 0.33 mmol) was added and the mixture was stirred at room temperature under Ar for 1 h. The mixture was then evaporated and purification by chromatography (silica, 50 to 100% ethyl acetate in heptane) afforded the title compound (108 mg, 88%) as a white solid after recrystallisation from ethyl acetate/heptane. MS: m/e=412.3 [M+H]+.

Provenance & Evidence