Cyclobutylamine → N-cyclobutyl-1,6-naphthyridine-2-carboxamide

Participants

Reaction Steps

A mixture of 1,6-naphthyridine-2-carboxylic acid (188 mg, 1.08 mmol), cyclobutylamine (114 mg, 1.6 mmol), BOP (708 mg, 1.6 mmol) and TEA (0.45 ml, 3.2 mmol) in DCM (15 ml) is stirred at rt overnight. The solvent is removed in vacuo and the residue is partitioned between water (20 mL) and EtOAc (20 mL). The layers are separated and the aqueous layer is extracted with EtOAc (10 ml). The combined extracts are washed with brine (10 mL), dried and evaporated. The residue is purified by PTLC to give the title compound as a light yellow oil; MS (M+1): 228.2.

Provenance & Evidence