Benzenesulfonyl hydrazide → HCID 71468457, compound

Participants

Reaction Steps

To solution containing (E)-3-(1-(tert-butoxycarbonyl)-1H-indol-3-yl)acrylic acid (200 mg, 0.7 mmol), benzenesulfono hydrazide (179.8 mg, 1.04 mmol) and HATU (397.02 mg, 1.04 mmol) dissolved in DMF (7.0 ml), N,N-diisopropylethylamine (DIPEA)(0.1819 ml, 1.04 mmol) was slowly drop-wise added and stirred at room temperature for 12 hr. The reaction mixture was diluted with EtOAc, washed with water and brine, dried with anhydrous MgSO4, filtered, and concentrated under reduced pressure. The residue was separated through silica gel chromatography (n-hexane:EtOAc=2:1) and dried so that ivory (E)-tert-butyl 3-(3-oxo-3-(2-(phenylsulfonyl)hydrazinyl)prop-1-enyl)-1H-indole-1carboxylate was obtained (56.2 mg, 16.7%).

Provenance & Evidence