反应 #6339

反应方程式

4-chloro-6-[2-(diethoxyphosphorylmethoxy)ethoxyamino]-5-formamidopyrimidine

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title compound

收率 94.0%

6-Chloro-9-[2-(diethoxyphosphorylmethoxy)ethoxy]purine

收率 94.0%

溶剂

diethoxymethyl acetate

反应条件

后处理

1. 1
   其他the solvent was removed under reduced pressure
2. 2
   workup.DISSOLUTIONThe residue was dissolved in methanol (15 ml)
3. 3
   其他the reaction mixture was evaporated to dryness
4. 4
   其他the residue chromatographed on silica gel (eluted with dichloromethane: methanol, 98:2)

实验过程

A solution of 4-chloro-6-[2-(diethoxyphosphorylmethoxy)ethoxyamino]-5-formamidopyrimidine (2.4 g, 6.3 mmol) in diethoxymethyl acetate (10 ml) was heated at 120° C. for 45 minutes. After cooling to ambient temperature, the solvent was removed under reduced pressure. The residue was dissolved in methanol (15 ml) and 0.880 ammonia (1 ml). After 15 minutes, the reaction mixture was evaporated to dryness and the residue chromatographed on silica gel (eluted with dichloromethane: methanol, 98:2) to give the title compound as an oil (2.15 g, 94%). IR: νmax (film) 3100, 3070, 2995, 1600, 1570, 1440, 1395, 1335, 1250, 1220, 1170, 1030, 930, 640 cm-1. 1H NMR: δH [(CD3)2SO] 1.23 (6H,t,J=7Hz, (OCH2CH3)2), 3.88 (2H, d, J=8Hz, OCH2P), 3.89 (2H,m, CH2OCH2P), 4.0-4.1 (4H,m, (OCH2CH3)2), 4.61 (2H,m, N--OCH2), 8.82 (1H,s,H-8), 8.97 (1H,s,H-2). Found: C,38.38; H,5.10; N,15.14%. C12H18N4O5PCl. 0.5H2O requires: C,38.56; H,5.12; N,14.99%. Found: m/z 364.0703. C12H18N4O5PCl requires: m/z 364.0701.

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