Synthetic method of spirocyclic 4-hydropyrazole compounds
A technology of hydropyrazoles and synthetic methods, applied in the direction of organic chemistry and the like, achieves the effects of simple and safe operation, easy raw materials, and no need for column chromatography
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Embodiment 1
[0051] The reaction formula is as follows:
[0052]
[0053] The raw material 1a (0.3mmol), potassium carbonate (0.6mmol) and Molecular sieves (50 mg) were added into the reaction flask, and 2.0 mL of dioxane was added to dissolve at room temperature. The temperature was raised to 90°C and stirred for 10 hours, and the solvent was removed under reduced pressure to obtain a crude product. The crude product was washed three times with ethyl acetate (10.0mL X 3), the organic phase was dried, the solvent was removed under reduced pressure, and washed three times with n-hexane to obtain pure spirocyclic 4-hydropyrazole compound 2a, white solid, purity >95%, the yield is 90%.
[0054] The obtained product 2a is characterized by nuclear magnetic resonance, such as figure 1 The H spectrum shown and figure 2 The C spectrum shown, the deuterated reagent is CDCl 3 .
Embodiment 2
[0056] The reaction formula is as follows:
[0057]
[0058] Starting material 1b (0.3mmol), cesium carbonate (0.6mmol) and Molecular sieves (50 mg) were added into the reaction flask, and 2.0 mL of dioxane was added to dissolve at room temperature. The temperature was raised to 85°C and stirred for 10 hours, and the solvent was removed under reduced pressure to obtain a crude product. The crude product was washed three times with ethyl acetate (10.0mL X 3), the organic phase was dried, the solvent was removed under reduced pressure, and washed three times with n-hexane to obtain pure spirocyclic 4-hydropyrazole compound 2b, white solid, purity >95%, the yield was 84%.
[0059] The obtained product 2b is characterized by nuclear magnetic resonance, such as image 3 The H spectrum shown and Figure 4 The C spectrum shown, the deuterated reagent is CDCl 3 .
Embodiment 3
[0061] The reaction formula is as follows:
[0062]
[0063]The starting material 1c (0.3mmol), potassium carbonate (0.6mmol) and Molecular sieves (50 mg) were added into the reaction flask, and 2.0 mL of toluene was added to dissolve at room temperature. The temperature was raised to 100°C and stirred for 10 hours, and the solvent was removed under reduced pressure to obtain a crude product. The crude product was washed three times with ethyl acetate (10.0mL X 3), the organic phase was dried, the solvent was removed under reduced pressure, and washed three times with n-hexane to obtain pure spirocyclic 4-hydropyrazole compound 2c, white solid, purity >95%, the yield is 85%.
[0064] The obtained product 2c is characterized by nuclear magnetic resonance, such as Figure 5 The H spectrum shown and Figure 6 The C spectrum shown, the deuterated reagent is CDCl 3 .
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