Triethylamine → 3-[2-(3-Azabicyclo[3.2.2]non-3-yl)ethyl]-1,2,3,4-tetrahydro-8-methyl-9-nitro-5H-[1]benzopyrano[3,4-c]pyridin-5-one

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Reaction Steps

Prepared by the method described for Example 1 from 1,2,3,4-tetrahydro-8-methyl-9-nitro-5H-[1]benzopyrano[3,4-c]pyridin-5-one (8.9 g, 0.034 moles), triethylamine (9.5 ml, 0.069 moles), and 3-(2-chloroethyl)-3-azabicyclo[3.2.2]nonane hydrochloride (7.7 g, 0.034 moles). The product was triturated with 10% aqueous potassium carbonate, filtered off, rinsed with water, and dried to afford the free base. Recrystallization from N,N-dimethylformamide gave the product (7.1 g), mp 187°-188° C.

Provenance & Evidence