Pyridine → HCID 67441341, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of amine 251 (1.2 g, 2.27 mmol) and pyridine (368 μL, 4.55 mmol) in DMF (11 mL) at 0° C. was added phenyl chloroformate (342 μL, 2.73 mmol) and the reaction mixture was stirred for 30 min. Cyclopropylamine (401 μl, 5.69 mmol) was added at 0° C. and the reaction mixture was heated at 60° C. for 45 min. After cooling to RT, the reaction mixture was diluted with water and a saturated solution of ammonium chloride and extracted with AcOEt. The extract was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by Biotage (SNAP 80 g cartridge; MeOH/DCM: 0/100 to 10/90 over 20 CV), to afford the title compound 252 (1 g, 1.63 mmol, 72% yield) as a beige solid. MS (m/z): 611.70 (M+H).

Provenance & Evidence