Acetyl chloride → HCID 10049084, compound

Participants

Reaction Steps

To 20 mg (0.05 mmol) of amine 20-2 in THF was added 21 μL (0.15 mmol) of triethylamine and 7 μL (0.10 mmol) of acetyl chloride. After stirring overnight the reaction was partitioned between EtOAc and 10% KHSO4, the organic phase was washed with saturated NaHCO3, brine, dried over MgSO4, and concentrated by rotary evaporation. The residue was purified by column chromatography on silica gel with EtOAc/hexanes to provide 20-3 as a white solid. Data for 20-3: 1HNMR (500 MHz, d6-DMSO) δ 7.8 (m, 1H), 7.6 (m, 1H), 7.4-7.2 (m, 7H), 6.2 (s, 1H), 4.9 (m, 1H), 4.7 (m, 1H), 3.05 (m, 2H), 2.7 (s, 6H), 2.05 (m, 1H), 1.8 (s, 3H), 1.2-1.1 (m, 3H) ppm. HRMS (ES) calc'd M+H for C24H27ClFN3O2: 444.1849. Found: 444.1847.

Provenance & Evidence