Sodium Carbonate → HCID 67747177, compound

Participants

Reaction Steps

2,4-Dichloro-6-amino-1,3,5-triazine (5.13 g, 31.1 mM) and 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (14.72 g, 64 mM) were stirred in dioxane (40 mL) with sodium carbonate solution (2N, 65 mL) at reflux for 3 hr. The mixture was cooled and diluted with saturated sodium chloride solution (1000 mL) and extracted with methylene chloride (3×75 mL). Filtration through a cotton plug and concentration followed by evaporation from benzene (2×20 mL) provided a foam, 16.5 g. This material was combined with 7.8 g of crude product prepared analogously and recrystallized from chloroform/methanol to provide 13.85 g(61%). Recrystallization of free base (2.6 g) from hydrochloric acid/methanol (1N) provided a yellow powder, 2.17 g(78%), mp=259°-261° C.

Provenance & Evidence