Hydrochloric Acid → HCID 70874026, compound

Participants

Reaction Steps

To a solution of tert-butyl 4-[(5-chloro-3-{[(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl]carbamoyl}-2-methylphenyl)(ethyl)amino]piperidine-1-carboxylate (140 mg, 0.26 mmol) in 1,4-dioxane (5 ml) at room temperature was added HCl (4M in dioxane) (1.32 ml). A gum formed after stirring for a short time which then dissolved upon the addition of deionized water (2 ml). The reaction was stirred for 21 h before being concentrated under reduced pressure to give a thick oil. DCM (3 ml) was added and a solid formed. This mixture was concentrated to give 105 mg of a yellow solid which was stirred in DCM (10 ml) for 1 hour before being filtered and dried under high vacuum in a vacuum oven for 24 hours. The sample was then dissolved in deionized water (0.2 ml) and lyophilized to give 86 mg (70%) of the title compound as a beige solid. LC-MS 100%, m/z=431.2/433.2, 1H NMR (500 MHz, Chloroform-d) δ ppm 7.44 (bs, 1H), 7.26 (bs, 1H), 6.69 (bs, 1H), 4.55 (s, 2H), 3.53-3.34 (m, 3H), 3.28-3.08 (m, 2H), 3.01 (t, J=11.8 Hz, 2H), 2.51 (s, 3H), 2.43 (s, 3H), 2.33 (s, 3H), 2.16-1.96 (m, 2H), 1.91-1.76 (m, 2H), 0.92 (t, J=6.9 Hz, 3H).

Provenance & Evidence