3-(6-Chloro-[1,2,4]triazolo[3,4-a]phthalazin-3-yl)-5-methylisoxazole → 3-(5-Methylisoxazol-3-yl)-6-(6-[morpholin-4-yl]pyridin-2-ylmethoxy)[1,2,4]triazolo-[3,4-alpha]phthalazine

Participants

Reaction Steps

The reaction was carried out according to Example 1 step 4 using (6-(morpholin-4-yl)pyridin-2-yl)methanol (96 mg, 0.49 mmol) and 6-chloro-3-(5-methylisoxazol-3-yl)-[1,2,4]triazolo[3,4-α]phthalazine (141 mg, 0.49 mmol). The crude residue was purified by column chromatography on silica using 2% MeOH/CH2Cl2 containing 1% NH3 to yield, after recrystallisation from CH2Cl2/iso-hexanes, the desired phthalazine (101 mg, 46%). 1H NMR (360 MHz, CDCl3) δ 8.70 (1H, d, J=8.1 Hz), 8.31 (1H, d, J=8.0 Hz), 8.00-7.91 (1H, m), 7.85-7.78 (1H, m), 7.58-7.50 (1H, m), 6.97 (1H, d, J=7.2 Hz), 6.80 (1H, s), 6.61 (1H, d, J=8.5 Hz), 5.60 (2H, s), 3.82 (4H, t, J=5.1 Hz), 3.54 (4H, t, J=5.1 Hz), 2.57 (3H, s). m/z (ES+) 444 (M+H+).

Provenance & Evidence