Hydrochloric Acid → Furo[3,2-c]pyridin-6-amine, 7-[1-(2,6-dichloro-3,5-difluorophenyl)ethoxy]-3-[1-(4-piperidinyl)-1H-pyrazol-4-yl]-

Participants

Reaction Conditions

Reaction Steps

Into a round bottom flask were added tert-Butyl 4-(4-{6-amino-7-[1-(2,6-dichloro-3,5-difluorophenyl)ethoxy]furo[3,2-c]pyridin-3-yl}-1H-pyrazol-1-yl)piperidine-1-carboxylate (12.0 mg, 0.0197 mmol) and 1,4-Dioxane (3.0 mL, 38 mmol). 4 M HCl in 1,4-Dioxane (0.2 mL) was added slowly at 0° C. and the reaction mixture was stirred at rt (1 h), 30° C. (2 h), and 45-50° C. until completion. The reaction mixture was passed through SCX-2 and then purified by HPLC to afford the title compound. 1H NMR (400 MHz, CD3OD): δ=1.91 (d, J=6.8 Hz, 3H), 2.15-2.41 (m, 4H), 3.10-3.27 (m, 2H), 3.46-3.63 (m, 2H), 4.50-4.67 (m, 1H), 6.54 (q, J=6.7 Hz, 1H), 7.34 (t, J=8.7 Hz, 1H), 7.78 (s, 1H), 7.87 (s, 1H), 8.12 (s, 2H), 8.16 (s, 1H). MS (ES+): m/z 507.95/509.96 (40/24) [MH+]. HPLC: tR=2.56 min (ZQ3, polar—5 min).

Provenance & Evidence