tert-Butyl 6-nitro-3,4-dihydroisoquinoline-2(1H)-carboxylate → 6-Amino-2-N-Boc-1,2,3,4-tetrahydro-isoquinoline

Participants

Reaction Steps

The 6-nitro-3,4-dihydro-1H-isoquinoline2-carboxylic acid tert-butyl ester (82 mg, 0.29 mmol) in THF (2 mL) was hydrogenated with 5% Pt-C (50% water wet, 10 mg) at 50 psi for 5 hrs. The catalyst was filtered off, the solvent was removed under vacuum and the residue chromatographed on silica with ethyl acetate/hexanes to give 42 mg (57%) of the title product.

Provenance & Evidence