2,4,5-Trifluorobenzyl Bromide → HCID 69366630, compound

Participants

Reaction Steps

To a solution of 3-(4-tert-butoxycarbonyl-1-piperazinyl)-2(1H)-pyrazinone (obtained in Step 1 above; 1.30 g, 4.66 mmol) in THF (20 mL) was added t-BuOK (0.53 g, 4.66 mmol) and the mixture was stirred at room temperature for 10 min. The resulting solution was added dropwise to a stirred solution of 2,4,5-trifluorobenzyl bromide (1.20 g, 5.33 mmol) in THF (20 mL) at room temperature. After 2 h, the reaction mixture was cooled to 0° C. and partitioned between water (20 mL) and EtOAc (50 mL). The organic layer was washed with brine (10 mL) and dried over Na2SO4. Evaporation of the solvent gave 1.82 g (96%) of the title compound as an oil which crystallized upon standing. The product can be recrystallized from tert-butyl methyl ether. HPLC purity: 94%. 1NMR and MS analyses support the stated structure.

Provenance & Evidence