Acetohydrazide → N'-Acetyl-5-{3-[(1S)-2-methoxy-1-methylethoxy]-5-[4-(methylsulfonyl)phenoxy]phenyl}-1H-pyrrole-2-carbohydrazide

Participants

Reaction Steps

5-{3-[(1S)-2-Methoxy-1-methylethoxy]-5-[4-(methylsulfonyl)phenoxy]phenyl}-1H-pyrrole-2-carboxylic acid (114.5 mg, 0.257 mmol) synthesized in Example (18a) was dissolved in N,N-dimethylformamide (4 mL), acetohydrazide (39.4 mg, 0.531 mmol), HATU (150.1 mg, 0.395 mol) and N,N-diisopropylethylamine (70 μL, 0.40 mmol) were added, and stirring was carried out at room temperature for 20 hours under nitrogen atmosphere. Water (20 mL) was added to the reaction solution, and extraction was carried out with ethyl acetate (20 mL). The organic layer was washed with saturated brine, and subsequently dried over sodium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was purified using silica gel column chromatography (elution solvent: ethyl acetate/hexane=10%-100%) to afford the desired compound (73.0 mg, yield 57%) as a white solid.

Provenance & Evidence