1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 57500703, compound

Participants

Reaction Conditions

Reaction Steps

5-oxo-5,6-dihydrobenzo[c][2,6]naphthyridine-7-carboxylic acid (1.0 eq, 1.91 g, 7.96 mmol) was mixed with HOBt.H2O (2.0 eq, 2.15 g, 15.91 mmol) and NH4Cl (8.0 eq, 3.41 g, 63.6 mmol) in NMP (30 ml). DIEA (4.0 eq, 5.5 ml, 31.57 mmol) and EDCI (2.0 eq, 3.05 g, 15.91 mmol) was added and the mixture was stirred in a closed vessel at 80° C. for 2.5 hours. Water and brine were added. The solid was filtered, washed with water, washed with methanol and dried in a vacuum oven. 5-oxo-5,6-dihydrobenzo[c][2,6]naphthyridine-7-carboxamide was isolated as an off-white solid (1.81 g, 96% yield). LCMS (ES): m/z 240 [M+1]+.

Provenance & Evidence