Реакция #86057

Уравнение реакции

4-chloro-thieno[2,3-d]pyrimidine

5-hydroxymethyl-3-phenyl-isoxazole

triethylamine

→

5-methyl-4-((3-phenyl-isoxazol-5-yl)-methoxy-)-thieno[2,3-d]pyrimidine

Растворители

isopropanol

isopropanol

Условия реакции

Обработка

1. 1
   Другоеwas reacted at 60
2. 2
   Концентрированиеthe reaction solution was concentrated under vacuum
3. 3
   ДругоеThe residue was directly separated on (V(petroleum ether):V(ethyl acetate)=9:1-4:1)

Методика

0.184 g (1 mmol) of 4-chloro-thieno[2,3-d]pyrimidine was dissolved in 5 ml of dry isopropanol. A solution of 0.175 g (1 mmol) of 5-hydroxymethyl-3-phenyl-isoxazole in 5 ml isopropanol was slowly added dropwise into the reaction system, followed by the addition of 0.101 g (1 mmol) freshly distilled triethylamine. The system was stirred at room temperature for 30 min and then was reacted at 60. 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.

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