Cyanuric chloride → 2,4-Dichloro-6-(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl)-l,3,5-triazine

Participants

Reaction Steps

To a 0° C. stirred slurry of cyanuric chloride (8.03 g, 43.5 mM) in saturated sodium hydrogen carbonate solution (300 mL) was added 6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinoline hydrochloride (10 g, 43.5 mM) in water (50 mL) at a rate that maintained the internal temperature below 8° C. After 10 min the product was extracted with methylene chloride, filtered through a cotton plug and concentrated to a solid. Filtration of a concentrated methylene chloride solution of the crude product through a 2×2 inch silica gel pad eluting with 50% ethyl acetate/hexanes provided pure product, 12.3 g, (83%).

Provenance & Evidence