Dimethylformamide → HCID 18349195, compound

Participants

Reaction Steps

2M Oxalyl chloride solution in dichloromethane (0.090 ml) and DMF (0.001 ml) were added to a suspension of 3-[2-(tert-butoxycarbonyl-pyridin-4-yl-amino)-ethoxy]-5-chloro-benzoic acid (0.059 g) in anhydrous dichloromethane (1 ml). The reaction was stirred at room temperature for 2 h then 3-phenylamino-propionitrile8 (0.027 g), DMAP (0.002 g) and DIPEA (0.078 ml) were added. The reaction mixture was stirred at room temperature for 2 h then trifluoroacetic acid (2 ml) was added and the reaction mixture stirred overnight open to the air. The reaction mixture was concentrated in vacuo and the residue was subjected to preparative hplc. The title compound (0.060 g) was obtained as a colourless gum by concentration of the required fraction under reduced pressure and drying by repetitive addition of acetonitrile and concentration under reduced pressure.

Provenance & Evidence