Реакция #461063

Уравнение реакции

4-Chloro-6-[[4-(diethoxyphosphoryl)butoxy]amino]-5-formamidopyrimidine

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title compound

Выход 81.0%

6-Chloro-9-[4-(diethoxyphosphoryl)butoxy]purine

Выход 81.0%

Растворители

diethoxymethyl acetate

Условия реакции

Обработка

1. 1
   Температураto cool
2. 2
   Другоеthe solution evaporated to dryness
3. 3
   workup.DISSOLUTIONThe residue was dissolved in methanol
4. 4
   workup.STIRRINGconc. aq. NH3 solution (9:1, 5 ml) and stirred at 23° C. for 10 min
5. 5
   ДругоеThe solvents were evaporated under vacuum
6. 6
   Другоеthe product was purified by column chromatography on silica gel (eluted with chloroform: ethanol, 98:2)

Методика

4-Chloro-6-[[4-(diethoxyphosphoryl)butoxy]amino]-5-formamidopyrimidine (0.470 g, 1.24 mmol) was dissolved in diethoxymethyl acetate (4 ml) and the resulting solution was stirred at 120° C. for 2 hr. The reaction mixture was then allowed to cool and the solution evaporated to dryness. The residue was dissolved in methanol: conc. aq. NH3 solution (9:1, 5 ml) and stirred at 23° C. for 10 min. The solvents were evaporated under vacuum and the product was purified by column chromatography on silica gel (eluted with chloroform: ethanol, 98:2) to yield the title compound (0.360 g, 81%). 1H NMR: δH [(CD3)2SO] 1.34 (6H, t, J=7Hz, (OCH2CH3)2), 1.89 (6H, m, CH2CH2CH2P), 4.12 (4H, m, (OCH2CH3)2), 4.51 (2H, t, J= 6Hz, NOCH2), 8.28 (1H, s), 8.78 (1H, s). m/z (FAB positive ion) 363 (MH+).

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