Dimethylamine → HCID 10136850, compound

Participants

Reaction Steps

A solution of 6-({[1-(2-bromoethyl)-1H-1,2,3-triazol-5-yl}methyl}oxy)-3-(5-methylisoxazol-3-yl)-[1,2,4]triazolo[3,4-α]phthalazine (125 mg, 0.27 mmol) in DMF (5 ml) and Me2NH (2.0 M in THF, 4 ml, 8 mmol) were heated at 80° C. for 4 h in a sealed tube. The reaction mixture was concentrated under reduced pressure and then taken up in MeOH/CH2Cl2 and dry loaded onto silica. The mixture was purified by column chromatography on silica using 1.5% MeOH/CH2Cl2 containing 1% NH3 as eluent to yield the desired phthalazine (50 mg, 44%). 1H NMR (360 MHz, CDCl3) δ 8.69 (1H, d, J=8.0 Hz), 8.18 (1H, d, J=8.0 Hz), 8.07 (1H, s), 7.98 (1H, t, J=7.6 Hz), 7.82 (1H, t, J=7.6 Hz), 6.85 (1H, s), 5.86 (2H, s), 4.66 (2H, t, J=6.9 Hz), 2.92 (2H, m), 2.59 (3H, s), 2.32 (6H, s). m/z (ES+) 420 (M+H+).

Provenance & Evidence