Triethylamine → 2,6-Diamino-N-(6-benzyloxy-benzofuran-2-ylmethyl)-nicotinamide

Participants

Reaction Steps

To a dimethylsulfoxide (10 mL) solution of C-(6-benzyloxy-benzofuran-2-yl)-methylamine (300 mg, 1.18 mmol) described in Production Example 1-2-4 were added 2,6-diaminonicotinic acid (181 mg) described in Production Example 1-1-4, 1-hydroxybenzotriazole (319 mg, 2.36 mmol), triethylamine (329 μL, 2.36 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (452 mg, 2.36 mmol) at room temperature, which was stirred at room temperature for 26 hours. To the reaction solution was added water at room temperature followed by extracting with ethyl acetate. After washing the organic layer with water and sat. NaCl, the organic layer was dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated under a reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate) to obtain the title compound (227 mg, 60%) as a white solid.

Provenance & Evidence