Acetic Acid → HCID 10127135, compound

Participants

Reaction Steps

HOBT (27 mg, 0.2 mmol), acetic acid (12.5 μL, 0.22 mmol), DIPEA (35 μl, 0.2 mmol) and then EDCI (48 mg, 0.25 mmol) were added to a solution of N-[1-(2-aminoethyl)-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]-5-chloro-1H-indole-2-carboxamide trifluoroacetate (Method 9, 100 mg, 0.2 mmol) in DCM (2 mL) and THF (0.5 mL). The reaction was stirred for 90 mins at ambient temperature, diluted with EtOAc (5 mL), washed with 1 N NaOH (3 mL), 1 N HCl (3 mL), saturated aqueous NaHCO3 solution (5 mL) and dried (MgSO4). Column chromatography (7:3 to 8:2 EtOAc:isohexane) gave the title compound (40 mg, 47%) as a tan solid.

Provenance & Evidence