反应详情

A mixture of DPPA (264 mg, 0.96 mmol), t-BuOH (1.0 mL), TEA (0.96 mmol), (S)-3-methyl-6-(methyl(1-phenylethyl)amino)-[1,2,4]triazolo[4,3-b]pyridazine-8-carboxylic acid (200 mg, 0.64 mmol) in anhydrous 1,4-dioxane (10 mL) was heated to reflux and stirred for overnight. The mixture was quenched with water (40 mL) and extracted with EA (30 mL*3). The combined organic layers were washed with brine (50 mL), dried over Na2SO4 and concentrated in vacuum. The residue was purified by flash column chromatography (silica-gel, DCM: MeOH=10:1) to give product (S)-tert-butyl3-methyl-6-(methyl(1-phenylethyl)amino)-[1,2,4]triazolo[4,3-b]pyridazin-8-ylcarbamate as a yellow oil (60 mg, 24.5%). 1H NMR (300 MHz, CDCl3) δ: 7.55 (s, 1H), 7.29˜7.34 (m, 5H), 5.81˜5.83 (s, 1H), 2.81 (s, 3H), 2.66 (s, 3H), 1.61 (d, 3H, J=6.9 Hz), 1.54 (s, 9H). LRMS (M+H+) m/z: calcd 383; found 383.

1. temperaturewas heated
2. temperatureto reflux
3. customThe mixture was quenched with water (40 mL)
4. extractionextracted with EA (30 mL*3)
5. washThe combined organic layers were washed with brine (50 mL)
6. dry with materialdried over Na2SO4
7. concentrationconcentrated in vacuum
8. customThe residue was purified by flash column chromatography (silica-gel, DCM: MeOH=10:1)