Cyclopropylamine → HCID 66666472, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-[1-(2,4-difluoro-phenyl)-3-(2-methyl-pyridin-4-yl)-3-oxo-propyl]-benzoic acid (40 mg) in dichloromethane (1.5 mL) was added O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (48 mg) and triethylamine (29 μL) and the reaction mixture stirred at 40° C. After 15 min, cyclopropylamine (157 μL; CAS RN 765-30-0) was added and stirring continued for 2 h at 40° C. A saturated aq. solution of sodium hydrogencarbonate (50 mL) was added, the phases separated and the aqueous layer extracted with ethyl acetate (3×100 mL). The combined organic phases were dried over sodium sulfate and the crude reaction product purified by silica gel chromatography using a MPLC system (CombiFlash Companion, Isco Inc.) eluting with a gradient of n-heptane/ethyl acetate (100:0 to 50:50) to give the title compound as a light yellow solid. MS (ESI+): m/z=421.1 ([M+H]+).

Provenance & Evidence