Hydrochloric Acid → N-Cyclopropyl-3-(2-(cyclopropylmethyl)-4-((2-(dimethylamino)ethoxy)methyl)-1-oxo-1,2-dihydroisoquinolin-6-yl)-4-methylbenzamide

Participants

Reaction Steps

A solution of the product of step i) (130 mg) in dichloromethane (5 mL) was treated with (−/+)-10-camphorsulfonic acid (680 mg) and N,N-dimethylethanolamine (0.32 mL) and stirred at room temperature for 17 hours. 4N Hydrogen chloride in 1,4-dioxane (0.85 mL) was added and the reaction was stirred at room temperature for 6 hrs. Additional N,N-dimethylethanolamine (0.33 mL), (−/+)-10-camphorsulfonic acid (680 mg) and 4N hydrogen chloride in 1,4-dioxane (0.9 mL) were added and the reaction was stirred at room temperature for 60 hours. The reaction mixture was diluted with dichloromethane (100 mL) and washed with saturated sodium bicarbonate (100 mL) solution. The organics were evaporated in vacuo, and the crude product was purified by HPLC to yield the title compound as a solid (25.0 mg).

Provenance & Evidence