Benzyl Bromide → tert-Butyl 4-(4-(2-(benzyloxy)-5-chlorophenyl)pyridin-2-yl)piperazine-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

tert-Butyl 4-(4-(5-chloro-2-hydroxyphenyl)pyridin-2-yl)piperazine-1-carboxylate (Preparation 117, 1.85 g, 4.755 mmol) was dissolved in dimethylformamide (10 mL) at room temperature under a nitrogen atmosphere. Potassium carbonate (1.31 g, 9.51 mmol) was added and the mixture was stirred for 10 minutes. Benzyl bromide (0.622 mL, 5.23 mmol) was added dropwise and the reaction mixture was heated at 60° C. for 18 hours and then partitioned between ethyl acetate (40 mL) and water (20 mL). The organic layer was separated and washed with brine (20 mL), dried over anhydrous MgSO4, filtered and concentrated in vacuo to give the title compound (2.20 g, 96%) as a light yellow solid.

Provenance & Evidence