Hydrochloride methanol → N-((2S)-1-((2-(4-(cyclopropylmethoxy)phenyl)[1,3]oxazolo[4,5-c]pyridin-6-yl)oxy)propan-2-yl)acetamide

Participants

Reaction Steps

To tert-butyl ((2S)-1-((2-(4-(cyclopropylmethoxy)phenyl)[1,3]oxazolo[4,5-c]pyridin-6-yl)oxy)propan-2-yl)carbamate (210 mg) was added 2 M hydrogen chloride/methanol (5 mL), and the mixture was stirred at room temperature for 10 min, and concentrated. To the residue were added pyridine (5 mL) and acetic anhydride (5 mL), and the mixture was stirred at room temperature for 15 min. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (NH, hexane/ethyl acetate) to give the title compound (46.5 mg). 1H NMR (300 MHz, CDCl3) δ 0.29-0.46 (2H, m), 0.63-0.78 (2H, m), 1.22-1.40 (4H, m), 1.97 (3H, s), 3.90 (2H, d, J=7.2 Hz), 4.28-4.48 (3H, m), 6.07 (1H, brs), 6.90 (1H, s), 7.03 (2H, d, J==9.0 Hz), 8.14 (2H, d, J=9.0 Hz), 8.52 (1H, s).

Provenance & Evidence