Hydrazine hydrate (1:1) → HCID 71293565, compound

Participants

Reaction Steps

A mixture of 4-{[(5-{4-[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrol-3-yl)carbonyl]amino}butanoic acid (Example 78) (120 mg, 0.23 mmol), HATU (95 mg, 0.25 mmol) and N,N-diisopropylethylamine (59 mg, 0.46 mmol) in anhydrous DMF (10 ml) was stirred at room temperature for 10 minutes, followed by addition of hydrazine monohydrate (0.125 ml, 2.6 mmol). The mixture was stirred for another 10 minutes and poured into 100 ml of water. The precipitates were filtered, washed with water and dried in vacuo to give the crude, which was purified by silica gel chromatography eluting with 10˜12% of methanol in chloroform to give 5-{4-[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-N-(4-hydrazino-4-oxobutyl)-1H-pyrrole-3-carboxamide as white solid. Yield: 60 mg, 49%.

Provenance & Evidence