Hydrochloric Acid → HCID 67520697, compound

Participants

Reaction Steps

To a solution of 4-[4-(6-amino-5-naphthalen-2-ylpyridin-3-yl)-pyrazol-1-yl]-piperidine-1-carboxylic acid tert-butyl ester (15.2 mg, 0.0324 mmol) in 1,4-dioxane (1.0 mL, 13 mmol) was added HCl (4.0 M solution in 1,4-dioxane; 1.0 mL, 4.0 mmol), and the mixture was stirred at ambient temperature for 2 h. Almost immediately a white solid precipitated. The solid was filtered off, washed with MTBE, and dried in vacuo overnight to give the title compound as off-white solid. 1H NMR (400 MHz, DMSO-d6): δ=14.7 (very brs, 1H), 9.32-9.17 (brm, 1H), 9.17-9.02 (brm, 1H), 8.43 (s, 1H), 8.42 (d, J=2.0 Hz, 1H), 8.31 (d, J=2.0 Hz, 1H), 8.12 (s, 1H), 8.11 (d, J=4.8 Hz, 1H), 8.08 (s, 1H), 8.06-8.00 (mc, 2H), 7.75 (brs, 2H), 7.66-7.59 (m, 3H), 4.53-4.45 (mc, 1H), 3.36 (brd, J=13.0 Hz, 2H), 3.08 (brq, J=11.2 Hz, 2H), 2.27-2.08 (m, 4H). MS(ES+): m/z=370.19 (37) [MH+], 287.12 (100) [MH+-piperidine]. HPLC: tR=1.88 min (polar—5 min, ZQ3).

Provenance & Evidence