Propargyl alcohol → HCID 21187514, compound

Participants

Reaction Steps

To a stirred solution of propargyl alcohol (47 mg, 0.84 mmol) in DMF (2 ml) was added 60% sodium hydride suspension in oil (31 mg, 0.77 mmol). Left to stir for 5 minutes prior to the addition of 6-chloro-7-cyclobutyl-3-phenyl-1,2,4-triazolo[4,3-b]pyridazine (200 mg, 0.70 mmol). Left to stir for 90 minutes. Quenched (120), extracted (ethyl acetate), washed (H2O, brine), dried (MgSO4) and evaporated in vacuo. The residue was purified via silica gel chromatography using 50/50 ethyl acetate/hexane to elute. The title compound was obtained as a white solid. 1H NMR (250 MHz, CDCl3) δ2.19-2.26 (1 H, m), 2.37-2.55 (3 H, m), 2.69-2.80 (2 H, m), 2.90 (1 H, m), 3.97 (1 H, m), 5.35 (2 H, d, J=2.4 Hz), 7.77-7.89 (3 H, m), 8.13 (1 H, s), 8.80 (1 H, s), 8.86 (1 H, s). Mass spec. ES+(M+1)=305.

Provenance & Evidence