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Celecoxib: spot the pyrazole regiochemistry flaw

Single question

One-step pyrazole formation between a 1,3-diketone and an arylhydrazine gives celecoxib. The reactants are right. Read the pyrazole substitution pattern in the product.

Pyrazole regiochemistry from 1,3-diketones
Electronic vs steric control in pyrazole synthesis
Celecoxib vs its COX-1 selective regioisomer

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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