Neopentylamine → HCID 71253456, compound

Participants

Reaction Steps

A solution of 2-bromo-3-methylbenzoic acid (2.150 g, 10 mmol) and HATU (3.80 g, 10.00 mmol) in DMF (20 mL) was stirred for 10 min at RT. Neopentylamine (1.170 mL, 10.00 mmol) was slowly added and the reaction mixture was allowed to stir at RT overnight. The reaction was quenched with 1N HCl and the solution was partitioned between brine and EtOAc. The aqueous phase was extracted with EtOAc. The organic phases were combined and dried over MgSO4. The solvent was removed under reduced pressure and the remaining residue was purified by flash chromatography (6-50% EtOAc/hexanes). 2-Bromo-3-methyl-N-neopentylbenzamide was isolated as a white solid.

Provenance & Evidence