Sodium Iodide → tert-Butyl 4-(3-(tert-butylcarbamoyl)-2-fluorobenzyl)piperazine-1-carboxylate

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Reaction Steps

To a stirred mixture of tert-butyl piperazine-1-carboxylate (3.53 mmol, 658 mg) in acetonitrile (30 mL) was added 3-(bromomethyl)-N-tert-butyl-2-fluorobenzamide (3.21 mmol, 925 mg), sodium iodide (0.321 mmol, 48.1 mg) and triethylamine (4.82 mmol, 0.671 ml, 487 mg). The reaction mixture was stirred at reflux for 4 hours and then was diluted with water and ethyl acetate. The organic layer was separated, dried and concentrated under reduced pressure. Purification by silica chromatography (eluting with 5% methanol/dichloromethane) gave the title compound (1 g). MS (ESI) m/z 394.1 [M+H]+

Provenance & Evidence