Hydrochloric Acid → HCID 71293612, compound

Participants

Reaction Steps

To a stirred solution of 2-{[(5-{4-[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrol-3-yl)carbonyl]amino}pentanedioic acid (Example 63) (100 mg, 0.17 mmol) in 10 ml of anhydrous DMF was added N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (EDC, 84 mg, 0.44 mmol). The mixture was stirred at room temperature for 30 minutes, followed by addition of 2-Methylamine solution in THF (0.45 ml, 0.90 mmol). The mixture was stirred for another 16 hours, and poured into 100 ml of water with vigorous stirring. 2M HCl was added dropwise until pH=4. The precipitates were filtered, washed with water and dried to give the crude, which was purified by silica gel chromatography eluting with 3˜5% of methanol in chloroform to afford N,N′-diethyl-2-{[(5-{4-[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrol-3-yl)carbonyl]amino}pentanediamide as white solid. Yield: 60 mg, 55%.

Provenance & Evidence