1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 67287388, compound

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Reaction Steps

To a stirred solution of 4-(6-chloro-4-(ethoxycarbonyl)chroman-7-yloxy)benzoic acid (200 mg, 0.531 mmol) and 1-hydroxybenzotriazole monohydrate (89.4 mg, 0.584 mmol) was added 2-(6-cyclopropyl-2-methoxypyridin-3-yl)ethanamine (117 mg, 0.610 mmol) (in dimethylformamide, 3 mL). 1-Ethyl-(3-dimethylaminopropyl)carbodiimide hydrochloride (112 mg, 0.584 mmol) was added and the reaction was stirred for 5 hours. The reaction was loaded onto silica gel and eluted with 5% ethyl acetate/hexanes to 75% ethyl acetate/hexanes to yield ethyl 6-chloro-7-(4-(2-(6-cyclopropyl-2-methoxypyridin-3-yl)ethylcarbamoyl)phenoxy)chroman-4-carboxylate (136 mg, 0.247 mmol, 46.5% yield). MS (apci+es, positive) m/z=552.2.

Provenance & Evidence