Dimethylformamide → HCID 66990718, compound

Participants

Reaction Conditions

Reaction Steps

Oxalyl chloride (2.385 mL, 27.2 mmol) was added to a suspension of 4-(phenylmethyl)-2-morpholinecarboxylic acid (4.02 g, 18.16 mmol) and DMF (0.703 mL, 9.08 mmol) in CH2Cl2 (100 mL) at 0° C. in 10 minutes, and the reaction mixture was stirred at 25° C. for 2 hours. The mixture was concentrated, and the resulting residue was dissolved in CH2Cl2 (100 mL) and triethylamine (5.57 mL, 40.0 mmol). 2-Amino-1-[4-(methyloxy)phenyl]ethanone (3.0 g, 18.16 mmol) was added to the brown solution at 0° C., and the reaction mixture was stirred at 25° C. for 3 hours. Water (150 mL) was added to the reaction mixture, and the aqueous mixture was extracted with EtOAc (3×100 mL). The combined organic layers were dried (Na2SO4), filtered, and evaporated to afford the title compound (3.4 g) as a brown solid. LC-MS (ES) m/z=369 [M+H]+.

Provenance & Evidence