Hydrochloric Acid → HCID 117653197, compound

Participants

Reaction Steps

To a solution of the compound from Step 3 (R)-4-(4-((1-(tert-butoxycarbonyl)piperidin-3-yl)(1-methyl-1H-pyrrolo[2,3-c]pyridin-7-yl)carbamoyl)phenyl)-1-methyl-1H-pyrazole-5-carboxylic acid (0.18 g, 0.17 mmol) in 1,4-dioxane (10 mL) was added HCl in 1,4-dioxane (10 mL, 4 N). The mixture was stirred at room temperature for 1 h. The mixture was concentrated in vacuo. The resulting residue was triturated with EtOAc to deliver the hydrochloride salt of the title compound (0.12 g, 70% over 2 steps) as a brown solid. 1H NMR (400 MHz, DMSO-d6, T=80° C.) δ 9.38 (br s, 1H), 9.11 (br s, 1H), 8.11 (d, 0.75H), 8.08 (d, 0.25H), 7.57 (d, 1H), 7.52-7.46 (m, 2H), 7.28-7.17 (m, 4H), 6.61 (d, 0.25H), 6.49 (d, 0.75H), 4.02 (s, 3H), 3.98-3.94 (m, 1H), 3.90 (s, 3H), 3.76-3.67 (m, 1H), 3.61-3.50 (m, 1H), 3.28-3.15 (m, 1H), 2.86-2.64 (m, 2H), 1.90-1.69 (m, 3H).

Provenance & Evidence