Shouldn't be too bad. My gut would be toa naphthalene acetic acid ester, treat with LDA, add (4-pyridinyl)acetaldehyde to get a diketone by claisen-type conden

Shouldn't be too bad. My gut would be toa naphthalene acetic acid ester, treat with LDA, add (4-pyridinyl)acetaldehyde to get a diketone by claisen-type condensation, then treat with hydroxylamine then reflux with hydrazine to form the pyrazole not sure how you would get the n-oxide but there is likely a selective oxidant available. The n oxide kind of scares me a bit. Seems like it could have some interactions with liver enzymes. Usually you avoid them if you can.