反应详情

温度

115 °C

A mixture of 1,1,2,2,3,3,4,4,4-nonafluoro-butane-1-sulfonic acid 3-[7-(2,2-dimethyl-propionyl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-phenyl ester (0.175 g, 0.25 mmol, see the experimental below preparation of this compound), 5,6,7,8-Tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine (0.061 g, 0.5 mmol), Pd2(dba)3 (0.041 g, 0.41 mmol), XANPHOS (0.046 g, 0.08 mmol) and K3PO4 in toluene (2 mL) were heated in a microwave oven under an argon atmosphere at 115° C. for 1 h. After cooling to room temperature, the reaction mixture was directly purified by flash column chromatography on silica gel with a mixture of 28% aqueous ammonium hydroxide:methanol:DCM (1:10:60) in DCM (20% to 80% gradient over 30 min) to give 20 mg of the desired product as a yellow foam. 1H NMR (CDCl3, 400 MHz): δ 8.84 (s, 1H), 8.47 (s, 1H), 8.23 (s, 1H), 7.95 (s, 1H), 7.71 (d, J=7.7 Hz, 1H), 7.52 (t, J=8.0 Hz, 1H), 7.13 (d, J=8.2 Hz, 1H), 5.74 (s, 2H), 4.77 (s, 2H), 4.30 (t, J=5.3 Hz, 2H), 3.88 (t, J=5.4 Hz, 2H), 3.65 (t, J=8.2 Hz, 2H), 1.62 (s, 9H), 0 (s, 9H); MS [M+H]+: 532.

1. temperatureAfter cooling to room temperature
2. customthe reaction mixture was directly purified by flash column chromatography on silica gel with a mixture of 28% aqueous ammonium hydroxide:methanol:DCM (1:10:60) in DCM (20% to 80% gradient over 30 min)