1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 58236955, compound

Participants

Reaction Steps

To an ice-cooled and stirred mixture of 6-fluoro-7-hydroxy-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indole-2-carboxylic acid (2.5 g) in N,N-dimethylformamide (30 mL) were added 1-hydroxybenzotriazole ammonium salt (1.25 g) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.57 g). After stirred at 4° C. to room temperature for 15 h, the reaction mixture was partitioned between ethyl acetate and aqueous citric acid solution. The organic layer was washed successively with aqueous sodium hydrogen carbonate and brine, dried (MgSO4), filtered, and concentrated to give a light brown solid, which was washed with tetrahydrofuran-ethyl acetate to give the title compound (0.55 g, 22%) as a light pink solid. MS 366 (MH+).

Provenance & Evidence