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5-methyl-4-[(3-phenylisoxazol-5-yl)-methoxy]-thieno[2,3-d]pyrimidine[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
With triethylamine; In isopropyl alcohol; at 20 - 60℃;
Example 3 Synthesis of 5-methyl-4-((3-phenyl-isoxazol-5-yl)-methoxy-)-thieno[2,3-d]pyrimidine 0.184 g (1 mmol) of 4-chloro-thieno[2,3-d]pyrimidine was dissolved in 5 ml of dry isopropanol. A solution of 0.175g (1 mmol) of 5-hydroxymethyl-3-phenyl--isoxazole in 5 ml isopropanolwas slowly added dropwise into the reaction system, followed by the addition of 0.101g (1 mmol) freshly distilled triethylamine. The system was stirred at room temperature for 30 min and then was reacted at 60C. After the completion of the reaction monitored by TLC, the reaction solution was concentrated under vacuum. The residue was directly separated on (V(petroleum ether) : V(ethyl acetate) = 9:1-4:1) to give the target compound of 5-methyl-4-((3-phenyl-isoxazol-5-yl)-methoxy-)-thieno[2,3-d]pyrimidine (named S-1 in the following Table). The other compounds were synthesized according to the synthetic process of 5-methyl-4-((3-phenyl-isoxazol-5-yl)-methoxy-)-thieno[2,3-d]pyrimidine. Their structures were determined by analytical methods of IR, 1H NMR, ESI-MS, etc. The physical constants and spectral data of preferred compounds were illustrated in the form of table.
With triethylamine; In isopropyl alcohol;
0.184 g (1 mmol) of 4-chloro-thiophene [2,3-d] pyrimidine was dissolved in 5 mL of dry isopropanol, and 0.175 g (1 mmol)5-hydroxymethyl-3-phenyl - isoxazole 5mL of isopropanol(1 mmol) of freshly distilled triethylamine was added. After stirring at room temperature for 30 min, the reaction was carried out at 60 C. After completion of the reaction by TLC, the reaction solution was concentrated in vacuo.The residue directly column separation V (petroleum ether): V (ethyl acetate) = 9: 1-4: 1) that the target compound 5-methyl-4-[(3-phenylisoxazol-5-yl)-methoxy]-thieno[2,3-d]pyrimidine(Table S-1 below).
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