Hydrochloric Acid → HCID 71495246, compound

Participants

Reaction Steps

A solution of 1.0 g of N-(3-chlorophenyl)-2-(1-tert-butoxycarbamoylpiperidin-4-ylamino)nicotinamide obtained in Example 6, in 10 ml of ethanol was mixed with 5 ml of a conc. HCl aqueous solution and stirred for 8 hrs under reflux. The reaction solution was cooled to a room temperature, concentrated in a reduced pressure to remove the solvent, and adjusted to a pH of 9˜10 by dropwise adding saturated sodium hydrogen carbonate aqueous solution. After three rounds of extraction with 30 ml of ethylacetate per round, the extracts were dried over a desiccant to remove water, and concentrated in a reduced pressure and dried in vacuum to afford 0.69 g of the title compound (Yield: 89.9%). 1H NMR (CDCl3) δ 8.23 (d, 1H), 7.99 (d, 2H), 7.7 (d, 1H), 7.66 (s, 1H), 7.36 (d, 1H), 7.27 (t, 1H), 7.10 (d, 1H), 6.53-5.45 (m, 1H), 4.18-4.05 (m, 1H), 3.43 (t, 1H), 3.09 (d, 2H), 2.74 (t, 2H), 2.15-2.01 (m, 2H), 1.57-1.36 (m, 2H) ppm.

Provenance & Evidence