Sildenafil: spot the conditions flaw

Single question

Late-stage chlorosulfonation on the sildenafil scaffold installs the para-sulfonyl chloride for the piperazine coupling. The reaction class and reagent are right. Check the temperature and the solvent.

Chlorosulfonation of electron-rich arenes

Functional-group compatibility under forcing conditions

Sildenafil process chemistry (Pfizer route)

Find the flaw

Click the step that contains the flaw, or pick “No flaw” if you think every step is correct.

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