Tactico derivatives and their preparation methods
A derivative, triazole technology, applied in the field of triazole derivatives and its preparation, can solve the problems of narrow substrate range, narrow reaction substrate range, high reaction temperature, etc., and achieve reaction economy and substrate universality The effect of wide and easy-to-obtain raw materials
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Embodiment 1
[0038]
[0039] The reaction flask was filled with compound 1p (0.2 mmol, 50.6 mg), CuBr (0.04 mmol, 5.8 mg), Li 2 CO 3 (14.8 mmol,), compound 3a (0.5 mL), compound 2a (0.6 mmol, 72.1 mg). Then the system was magnetically stirred and reacted at 40°C in the air for 1 hour, quenched with ethyl acetate, removed the solvent with a rotary evaporator, adsorbed on silica gel, and the product 4p was obtained by simple column chromatography with a yield of 63 %. The main test data of the obtained product are as follows. It can be seen from the analysis that the actual synthesized product is consistent with the theoretical analysis.
[0040] 1 H NMR (400 MHz, CDCl 3 ) δ 7.39 – 7.30 (m, 2H), 7.28 – 7.23 (m, 1H),4.33 (q, J = 8.0 Hz, 2H), 2.56 (s, 3H), 2.08 (s, 3H), 1.28 (t, J = 8.0 Hz, 3H). 13 C NMR (101 MHz, CDCl 3 ) δ 161.96, 156.60, 146.00, 137.50, 135.30,131.80, 130.53, 129.05, 127.32, 62.43, 17.68, 13.95, 13.82. HRMS (ESI-TOF): Anal. Calcd. For C 13 h 14 ClN 3 o 2 +Na ...
Embodiment 2
[0042]
[0043] The reaction flask was filled with compound 1q (0.2 mmol, 52.9 mg), CuBr (0.04 mmol, 5.8 mg), Li 2 CO 3 (14.8 mmol,), compound 3a (0.5 mL), compound 2a (0.6 mmol, 72.1 mg). Then the system was magnetically stirred and reacted at 40°C in the air for 1 hour, quenched with ethyl acetate, removed the solvent with a rotary evaporator, adsorbed on silica gel, and the product 4q was obtained by simple column chromatography with a yield of 41 %. The main test data of the obtained product are as follows. It can be seen from the analysis that the actual synthesized product is consistent with the theoretical analysis.
[0044] 1 H NMR (400 MHz, CDCl 3 ) δ 8.15 (d, J = 2.2 Hz, 1H), 7.64 (dd, J = 8.2,2.2 Hz, 1H), 7.49 (d, J = 8.3 Hz, 1H), 4.41 (q, J= 8.0 Hz, 2H), 2.70 (s,3H), 2.52 (s, 3H), 1.38 (t, J = 8.0 Hz, 3H). 13 C NMR (101 MHz, CDCl 3 ) δ161.58, 157.13, 148.59, 144.79, 136.25, 135.09, 133.11, 129.91, 122.26,62.88, 20.41, 13.94, 13.73. HRMS (ESI-TOF)...
Embodiment 3
[0046]
[0047] The reaction flask was filled with compound 1r (0.2 mmol, 55.6 mg), CuBr (0.04 mmol, 5.8 mg), Li 2 CO 3 (14.8 mmol,), compound 3a (0.5 mL), compound 2a (0.6 mmol, 72.1 mg). Then the system was magnetically stirred and reacted at 40°C in the air for 1 hour, quenched with ethyl acetate, removed the solvent with a rotary evaporator, adsorbed on silica gel, and the product 4r was obtained by simple column chromatography with a yield of 39 %. The main test data of the obtained product are as follows. It can be seen from the analysis that the actual synthesized product is consistent with the theoretical analysis.
[0048] 1 H NMR (400 MHz, CDCl 3 ) δ 8.03 (d, J = 2.3 Hz, 1H), 7.48 (dd, J = 8.2,2.4 Hz, 1H), 7.38 (d, J = 8.2 Hz, 1H), 4.38 (q, J = 8.0 Hz, 2H), 3.90 (s,3H), 2.69 (s, 3H), 2.52 (s, 3H), 1.35 (t, J = 8.0 Hz, 3H). 13 C NMR (101 MHz, CDCl 3 ) δ 166.47, 161.15, 157.22, 144.77, 142.09, 135.57, 132.16, 129.86, 128.82, 127.87, 62.59, 52.04, 21...
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