Triethylamine → HCID 66990711, compound

Participants

Reaction Conditions

Reaction Steps

Oxalyl chloride (1.187 mL, 13.56 mmol) was added to a suspension of 4-(phenylmethyl)-2-morpholinecarboxylic acid (2.0 g, 9.04 mmol) in CH2Cl2 (70 mL) at 0° C. in 10 minutes, and the resulting mixture was stirred at 25° C. for 2 hours. The mixture was concentrated, and the resulting residue was treated with CH2Cl2 (70 mL), triethylamine (2.77 mL, 19.89 mmol) and 2-amino-1-phenylethanone (1.551 g, 9.04 mmol) at 0° C. The reaction mixture was stirred at 25° C. for 3 hours. Water (150 mL) was added, and the resulting aqueous mixture was extracted with EtOAc (3×80 mL). The combined organic layers were dried (Na2SO4), filtered, and concentrated. The resulting residue was purified by silica gel chromatography to afford the title compound (1.0 g) as a brown solid. LC-MS (ES) m/z=339 [M+H]+.

Provenance & Evidence