Ammonium Chloride → 4-Amino-2-[2-(3,4-dihydro-1H-isoquinolin-2-yl)ethyl]2,3-dihydroisoindol-1-one

Participants

Reaction Steps

To a solution of 37 (0.38 g, 1.1 mmol) in methanol (6 mL) was added a solution of ammonium chloride (0.13 g, 2.42 mmol) in water (1.5 mL). Zinc powder (0.49 g, 7.4 mmol) was then added portionwise and the resulting mixture was stirred for 2 hours. The solids were filtered and washed with methanol, the filtrate was basified with saturated sodium bicarbonate (aq.), and the resulting mixture was extracted with EtOAc. The organic layer was dried over MgSO4 and concentrated to give 38 (0.31 g, 88%).

Provenance & Evidence