3-(6-Chloro-[1,2,4]triazolo[3,4-a]phthalazin-3-yl)-5-methylisoxazole → 6-({[5-({[(1,1-Dimethylethyl)(diphenyl)silyl]oxyl}methyl)-1-methyl-1H-[1,2,3]triazol-4-yl]methyl}oxy)-3-(5-methylisoxazol-3-yl)-[1,2,4]triazolo[3,4-alpha]phthalazine

Participants

Reaction Steps

The reaction was carried out according to Example 1 step 4 using [5-({[(1,1-dimethylethyl)(diphenyl)silyl]oxy}methyl)-1-methyl-1H-[1,2,3]triazol-4-yl]methanol (1.20 g, 3.14 mmol) and 6-chloro-3-(5-methylisoxazol-3-yl)-[1,2,4]triazolo[3,4-α]phthalazine (0.90 mg, 3.14 mmol). The crude residue was purified by column chromatography on silica using 1-2% MeOH/CH2Cl2 containing 1% NH3 to yield the desired phthalazine (1.90 g, 96%). 1H NMR (360 MHz, CDCl3) δ 8.68 (1H, d, J=7.9 Hz), 7.99 (1H, d, J=7.9 Hz), 7.91 (1H, t, J=7.9 Hz), 7.69 (1H, t, J=7.9 Hz), 7.55 (4H, d, J=7.9 Hz), 7.34-7.18 (6H, m), 6.90 (1H, s), 5.43 (2H, s), 4.90 (2H, s), 4.10 (3H, s), 2.58 (3H, s), 0.99 (9H, s). m/z (ES+) 632 (M+2H+).

Provenance & Evidence