反应详情

温度

35 °C

Add methyl trifluoromethanesulfonate (4.2 g, 26.0 mmol) overnight, to a suspension of 2-ethyl-4,9-dihydro-3-thia-1,4,9-triaza-benzo {f}azulene-10-thione (3.4 g, 13.0 mmol) in 35 mL CH2Cl2, LC-MS showed still had 50% of starting material, added another 0.1 mL of methyl trifluoromethanesulfonate, and heated to 35° C. for 1 h. Concentrate the reaction mixture under reduced pressure to give a red-brown solid. Dissolve the solid in 32.5 mL of pyridine to make 0.4 M of solution. Take 5 mL of the solution (2.0 mmol), mix with (S)-2-(4-methoxy-phenyl)-piperazine (440 mg, 2.0 mmol) and heat to 100° C. for 2.5 hours. Cool the reaction to RT, concentrate down to a residue, which purify by flash chromatography on silica gel, gradient 100% CH2Cl2 to 100% mixed solvent of (CH2Cl2: 2N NH3/MeOH=20:1) over 55 min. give 250 mg of the title compound. Mass spectrum (APCI) (m/e): C25H29N5OS, Cacl. Mass: 447.21, Found: 448.2 (M+1); 1H NMR (300 MHz, CDCl3) δ ppm: 7.12–6.80 (m, 7H), 6.68–6.65 (m, 1H), 5.30 (br, 1H), 4.25 (m, 2H), 3.77 (s, 3H), 3.21–2.88 (m, 4H), 2.85–2.79 (m, 3H), 2.67–2.62 (m, 2H), 1.77–1.75 (m, 2H), 1.29 (t, 3H, J=7.3 Hz).

1. concentrationConcentrate the reaction mixture under reduced pressure
2. customto give a red-brown solid
3. temperatureheat to 100° C. for 2.5 hours
4. temperatureCool
5. customthe reaction to RT
6. concentrationconcentrate down to a residue, which
7. custompurify by flash chromatography on silica gel, gradient 100% CH2Cl2 to 100%
8. additionmixed solvent of (CH2Cl2: 2N NH3/MeOH=20:1) over 55 min.