1,2-Dichloroethane → HCID 67368390, compound

Participants

Reaction Steps

To a mixture of the carboxylic acid (2-5, 0.060 g, 0.205 mmol, 1 equiv), EDC (0.059 g, 0.307 mmol, 1.5 equiv), HOBt (0.050 g, 0.327 mmol, 1.6 equiv) in DMF (1 mL), the hydrochloride salt of the amine (x-x, 0.054 g, 0.266 mmol, 1.3 equiv) was added followed by N-methylmorpholine (0.112 mL, 1.023 mmol, 5 equiv) and the reaction was stirred overnight at room temperature. The reaction was partitioned between EtOAc and saturated aqueous NaHCO3, washed with water, brine, dried over MgSO4, and concentrated by rotary evaporation. The crude product was purified by column chromatography on silica gel (EtOAc/hexanes) to provide 2-6 as a white solid which was converted to the HCl salt. Data for 2-6: HRMS [M+H] C25H25N5O3 calc'd 444.2030. found 444.2042.

Provenance & Evidence