3-(3-Chlorophenyl)-2-propynoic acid → 3-(3-chlorophenyl)-N-(2-(methyl(5-methylthiazol-2-yl)amino)ethyl)-propiolamide

Participants

Reaction Steps

2.19 g (˜2.6 mmol) of PS carbodiimide were added to a solution of 232 mg (1.35 mmol) of N1-methyl-N1-(5-methylthiazol-2-yl)ethane-1,2-diamine and 367 mg (2.03 mmol) of (3-chlorophenyl)propiolic acid in DCM (40 ml). The mixture was then shaken for 16 h at RT, after which the resin was filtered out and rinsed with DCM and EtOH. The filtrate was evaporated under a vacuum and CC (DCE/EtOH 5:1) was carried out with the residue, 169 mg (0.51 mmol, 37%) of N-(2-(methyl(thiazol-2-yl)amino)ethyl)-3-(3-chlorophenyl)-propiolamide being obtained. MS [MH+] 334.1

Provenance & Evidence