Hydrochloric Acid → 2-(3-(2-Tert-butyl-7-oxo-2,4,6,7-tetrahydrospiro[indazole-5,4'-piperidine]-1'-ylcarbonyl)quinolin-6-yloxy)acetic acid

Participants

Reaction Steps

Hydrochloric acid (10 mL, 40 mmol, 4 M in 1,4-dioxane) was added to tert-butyl 2-(3-(2-tert-butyl-7-oxo-2,4,6,7-tetrahydrospiro[indazole-5,4′-piperidine]-1′-ylcarbonyl)quinolin-6-yloxy)acetate (470 mg, 0.860 mmol). The reaction was stirred vigorously at room temperature for 1 hour. The reaction was concentrated. The residue was coevaporated with ethyl acetate and heptanes several times, and then dried under vacuum to provide the title compound (422 mg, 100%). +ESI (M+H) 491.4; 1H NMR (400 MHz, DMSO-d6, δ): 8.76 (d, J=2.0 Hz, 1 H), 8.35 (d, J=1.4 Hz, 1 H), 7.98 (d, J=9.2 Hz, 1 H), 7.81 (s, 1 H), 7.52 (dd, J=9.3, 2.8 Hz, 1 H), 7.42 (d, J=2.9 Hz, 1 H), 4.82 (s, 2 H), 3.57-3.73 (m, 2H), 3.34-3.50 (m, 2 H), 2.77 (s, 2 H), 2.56 (s, 2 H), 1.50 (s, 9 H), 1.44-1.58 (m, 4 H).

Provenance & Evidence