Hydrochloric Acid → HCID 67521046, compound

Participants

Reaction Steps

To a solution of 4-{4-[6-Amino-5-(3-chlorobenzofuran-2-yl)-pyridin-3-yl]-pyrazol-1-yl}-piperidine-1-carboxylic acid tert-butyl ester (78.0 mg, 0.158 mmol) in DCM (2.5 mL, 39 mmol) was added 1.0 M of HCl in Et2O (1.5 mL; 1.5 mmol), and the mixture was stirred at ambient temperature for 8.5 h. The solid formed was filtered off, washed with DCM, and dried in vacuo overnight, yielding the title compound as yellow solid. 1H NMR (400 MHz, DMSO-d6): δ=9.20-9.09 (brm, 1H), 9.02-8.91 (brm, 1H), 8.57 (d, J=2.0 Hz, 1H), 8.52 (d, J=2.0 Hz, 1H), 8.39 (s, 1H), 8.05 (s, 1H), 7.96 (very brs, 2H), 7.76 (d, J=8.4 Hz, 1H), 7.74 (dd, J=8.4, 0.8 Hz, 1H), 7.55 (ddd, J=1.2, 7.2, 8.4 Hz, 1H), 7.48 (ddd, J=0.8, 7.2, 8.4 Hz, 1H), 4.55-4.46 (mc, 1H), 3.38 (brd, J=12.8 Hz, 2H), 3.08 (q, J=12.2 Hz, 2H), 2.26-2.08 (m, 4H). MS(ES+): m/z=394.10/396.09 (65/21) [MH+], 311.04/313.07 (100/34) [MH+-piperidine]. HPLC: tR=2.28 min (polar—5 min, ZQ3).

Provenance & Evidence