Triphenylphosphine → HCID 118114392, compound

Participants

Reaction Steps

A mixture of 6-cyclopropyl-8-fluoroisoquinolin-1-ol (500 mg, 2.46 mmol), (S)-1-BOC-3-hydroxypiperidine (1.49 g, 7.39 mmol), Ph3P (2.58 g, 9.84 mmol) in THF (20 mL) was stirred at RT into a clear solution. DIAD (1.94 mL, 9.84 mmol) was added dropwise. The mixture was stirred at RT for 48 h. The mixture was diluted with EtOAc, washed with water ×3, dried, and concentrated in vacuo. The residue was subjected to flash column chromatography with 0% to 5% EtOAc in DCM to afford (R)-tert-butyl 3-(6-cyclopropyl-8-fluoro-1-oxoisoquinolin-2(1H)-yl)piperidine-1-carboxylate (57) as minor product and (R)-tert-butyl 3-(6-cyclopropyl-8-fluoroisoquinolin-1-yloxy)piperidine-1-carboxylate as major product (58).

Provenance & Evidence