2-Methylpyrrolidine → 1-[2-(6-Bromo-naphthalen-2-yl)-ethyl]-2-methyl-pyrrolidine

Participants

Reaction Steps

Another aspect of the invention, relates to the preparation of 2-(6-{2-methyl-1-pyrrolidin-1-yl]-ethyl}-2-naphthalen-2-yl)-2H-pyridazin-3-one active agent. The process comprises the steps of converting a trifluoro-methanesulfonic acid 6-bromo-naphthalen-2-yl ester to 2-bromo-6-vinyl-naphthalene; and reacting 2-bromo-6-vinyl-naphthalene with a 2-methylpyrrolidine anion generated with n-butyllithium to provide a 1-[2-(6-bromo-naphthalen-2-yl)-ethyl]-2-methyl-pyrrolidine compound, which is reacted with 2H-pyridazin-3-one in the presence of a copper catalyst and ligand to provide a 2-(6-{2-methyl-1-pyrrolidin-1-yl]-ethyl}-2-naphthalen-2-yl)-2H-pyridazin-3-one active agent.

Provenance & Evidence