Triphenylphosphine → HCID 19010533, compound

Participants

Reaction Steps

To a chilled (0° C.) solution of 6-[3-hydroxy-1-butyn-1-yl]-2-{[5-(4-fluorophenyl)-2-pyridyl]-methyl}-1-oxo-1,2,3,4-tetrahydroisoquinoline (510 mg, 1.3 mmol), N,O-bis(phenoxycarbonyl)hydroxylamine (390 mg, 1.4 mmol), and triphenylphosphine (0.42 g, 1.6 mmol) in THF (10 mL) is added a solution of diisopropyl azodicarboxylate (320 mg, 0.32 mL, 1.6 mmol) in THF (2 mL). After 16 hours, the reaction is concentrated in vacuo and the residue chromatographed (silica gel. 1:1 EtOAc/hexanes) to afford 6-{3-[N,O-bis(phenoxycarbonyl)hydroxylamino]-1-butyn-1-yl}-2-{[5-(4-fluorophenyl)-2-pyridyl]-methyl}-1-oxo-1,2,3,4-tetrahydroisoquinoline as an oil.

Provenance & Evidence