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With triethylamine; In isopropyl alcohol; at 20 - 60℃;
[0039] 0.3 g (1 mmol) of (6,7-bis(2-methoxyethoxy))-4-chloro-quinazoline was dissolved in 5 mL dry isopropanol.Under stirring, a solution of 0.175 g (1 mmol) of 5-hydroxy3-phenyl-isoxazole in 5 mL of isopropanol was slowly addeddropwise to the reaction system, followed by the addition 0.101g (1 mmol) of freshly distilled triethylamine. After thesystem was stirred at room temperature for 30 min, the reaction was hold at 60C. After the completion of the reactionmonitored by TLC, the reaction solution was concentrated under vacuum. The residue was directely seperated by columnchromatography (Vpetroleum ether : Vethyl acetate = 5:1-2:1) to give the target compound of (6,7-bis(2-methoxyethoxy))-4-((3-(4-methylphenyl)-isoxazol-5-yl))-methoxy-)-quinazoline (i.e. Q-15 in the following Table). The other compoundswere synthesized according to the synthetic process of (6,7-bis(2-methoxyethoxy))-4-((3-(4-methylphenyl)-isoxazol-5-yl))-methoxy-)-quinazoline. The structures were characterized by analytic methods such as IR, 1H NMR, ESI-MS, etc.The physical constants and spectral data of preferred compounds were indicated in the form of table.
With triethylamine; In isopropyl alcohol; at 20℃; for 0.5h;
0.3 g (1 mmol) of (6,7-bis(2-methoxyethoxy))-4- chioro-quinazoline was dissolved in 5 mL dry isopropanol. Under stirring, a solution of 0.175 g (1 mmol) of 5-hydroxy3- phenyl-isoxazole in 5 mL of isopropanol was slowly added dropwise to the reaction system, followed by the addition 0.101 g (1 mmol) of freshly distilled triethylamine. After the system was stirred at room temperature for 30 mm, the reaction was hold at 60. After the completion of the reaction monitored by TLC, the reaction solution was concentrated under vacuum. The residue was directly separated by colunm chromatography (Vpetroleum ether: Vethyl acetate5: 1-2:1) to give the target compound of (6,7-bis(2-methoxyethoxy))- 4-((3-(4-methylphenyl)-isoxazol-5-yl))-methoxy-)-quinazo- line (i.e. Q-15 in the following Table). The other compounds were synthesized according to the synthetic process of (6,7- bis(2-methoxyethoxy))-4-((3-(4-methylphenyl)-isoxazol-5- yl))-methoxy-)-quinazoline. The structures were characterized by analytic methods such as IR, ?H NMR, ESI-MS, etc. The physical constants and spectral data of preferred compounds were indicated in the form of table.
With triethylamine; In isopropyl alcohol; for 0.5h;Heating;
The 0.3g (1mmol) of [6,7-bis(methoxyethoxy)]-4-chloroquinazoline is dissolved in 5 ml dry isopropanol, mixing with 0.175g (1mmol) 5-hydroxy methyl-3-phenyl-isoxazole 5 ml isopropanol solution is slowly dropped into the reaction system, then add 0.101 g (1mmol) of freshly distilled triethylamine, system stirring at room temperature for 30 min then, 60 C reaction, TLC detection after finishing the reaction, the reaction solution in vacuo, the residue is directly column separation V (petroleum ether): V (ethyl acetate) = 5:1-2:1) to obtain the target compound [6,7-bis(methoxyethoxy)]-4-[3-(4-methylphenyl)isoxazol-5-yl]methoxy}quinazoline (Q-15 in the following table). In accordance with the remaining compound [6,7-bis(2-methoxyethoxy)]-4-[3-(4-methylphenyl)isoxazol-5-yl]methoxy}quinazoline the synthetic course of the synthesis. Its structure through IR, 1 HNMR, ESI-MS analyzing for the characterization. The preferred compound Physical constants and spectral data in order to list a description of the form of:
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