Carbon Dioxide → HCID 89649995, compound

Participants

Reaction Conditions

Reaction Steps

A 1.6M solution of butyllithium in hexanes (2.5 mL, 4.0 mmol) was added in three portions over 2 hours into a solution of 4-(2-bromo-5-fluoro-benzyl)-piperazine-1-carboxylic acid tert-butyl ester (500 mg, 1.34 mmol) in anhydrous Et2O cooled at −78° C. After one additional hour at −78° C., an excess of dry ice was added and the cooling bath was removed. The reaction mixture was allowed to warm up to RT and was concentrated under vacuum. The residue was taken up with a saturated aqueous solution of NH4Cl and extracted with EtOAc (3×). The organic layers were combined, dried (Na2SO4) and concentrated under vacuum to give the title compound as a yellow oil (391 mg, 78%), used without further purification. HPLC (max plot) 92.1%; Rt 2.47 min. UPLC/MS: (MS+) 339.3 ([M+H]+), (MS−) 337.4 ([M−H]−).

Provenance & Evidence