Diisopropylethylamine → HCID 57418378, compound

Participants

Reaction Steps

To a solution of 1-[3-({(2R)-4-[4-fluoro-2-(trifluoromethyl)phenyl]-2-methylpiperazin-1-yl}sulfonyl)phenyl]piperidine-4-carboxylic acid (200 mg, 0.38 mmol) in DMF (4.0 mL) was added BOP (202 mg, 0.46 mmol), DIPEA (0.33 mL, 1.9 mmol), and finally N′N-dimethylamine (0.6 mL, 1.1 mmol). The reaction was allowed to stir at ambient temperature over a 16 hour period, after which it was judged complete by LCMS. The reaction mixture was diluted with EtOAc (50 mL), and washed with saturated NaHCO3(aq) (3×25 mL). The organic layer was dried over Na2SO4, decanted, and concentrated in vacuo. The resultant crude oil was purified on a normal phase SiO2 column (20%-80% EtOAc/Hexanes) affording the desired amide in >95% purity. HRMS: calcd for C26H32F4N4O3S+H+, 557.22040. found ([M+H]+), 557.22195.

Provenance & Evidence