A kind of synthetic method of organic intermediate triazole derivative
A synthesis method and compound technology, applied in the field of synthesis of organic intermediate triazole derivatives, can solve the problems such as no reports, difficult acylation reaction, unable to meet the needs of production and research, etc., and achieve the best Reaction yield, effect of improving reaction conditions
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Embodiment 1
[0033]
[0034] Add 1mmol of the compound of formula (I) and 1.2mmol of the compound of formula (II) to the reaction synthesis bottle, then add 7ml of solvent 1,4-dioxane, and add 0.1mmol of Pd(MeCN) in turn under stirring 2 Cl 2 , 1.1mmolBPO and 70mg mass ratio of 1-butyl-3-methylimidazolium hexafluorophosphate and benzyltriethylammonium chloride additive mixture of 1:0.7, the mixture continued to stir and sealed to heat up to 65 ° C reaction 14h, TLC monitors the reaction process, cools to room temperature after the completion of the reaction, the mixed solution is filtered, rotary evaporated, and then purified by silica gel column chromatography to obtain the compound of formula (III), with a yield of 97.5% and a purity of 98.8% ( HPLC).
[0035] 1 HNMR (400MHz, CDCl 3 ) δ 7.83 (d, J = 10.5Hz, 3H), 7.55 (td, J = 7.7, 1.7Hz, 1H), 7.51-7.42 (m, 2H), 2.18 (s, 3H).
Embodiment 2
[0037]
[0038] Add 1mmol of the compound of formula (I) and 1.4mmol of the compound of formula (II) to the reaction synthesis bottle, then add 8ml of solvent 1,4-dioxane, and add 0.08mmol of Pd(MeCN) in turn under stirring 2 Cl 2, 1.2mmolBPO and 60mg mass ratio of 1-butyl-3-methylimidazolium hexafluorophosphate and benzyltriethylammonium chloride additive mixture, the mixture continued to stir and sealed and heated to 60 ° C reaction 13h, TLC monitors the reaction process, cools to room temperature after the completion of the reaction, the mixed solution is filtered, rotary evaporated, and then purified by silica gel column chromatography to obtain the compound of formula (III), with a yield of 98.6% and a purity of 98.5% ( HPLC).
[0039] 1 HNMR (400MHz, CDCl 3 )δ7.83(d, J=8.0Hz, 1H), 7.72-7.64(m, 2H), 7.57(s, 2H), 7.52(dd, J=8.7, 7.6Hz, 2H), 7.26-7.21(m , 1H), 7.12 (td, J=7.2, 1.6Hz, 2H).
Embodiment 3
[0041]
[0042] Add 1mmol of the compound of formula (I) and 1.1mmol of the compound of formula (II) to the reaction synthesis bottle, then add 6ml of solvent 1,4-dioxane, and add 0.11mmol of Pd(MeCN) in sequence under stirring 2 Cl 2 , 1mmolBPO and 65mg of 1-butyl-3-methylimidazolium hexafluorophosphate and benzyltriethylammonium chloride additive mixture with a mass ratio of 1:0.7, the mixture continued to stir and was sealed and heated to 70°C for 11h , TLC monitors the reaction process, after the completion of the reaction, it is cooled to room temperature, and the mixed solution is filtered, rotary evaporated, and then purified by silica gel column chromatography to obtain the compound of formula (III). The yield is 98.8%, and the purity is 98.9% (HPLC ).
[0043] 1 HNMR (400MHz, CDCl 3 )δ7.81(d,J=7.8Hz,1H),7.66-7.58(m,3H),7.52(s,2H),7.46-7.43(m,1H),7.37-7.30(m,1H),6.84 (t, J=7.5Hz, 1H), 6.71 (d, J=8.3Hz, 1H), 3.52(s, 3H).
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