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In methanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;
EXAMPLE 3 2-Amino-6-(cyclopropylamino)-9-(2,3-dideoxy-3-fluoro-beta-D-erythropentofuranosyl)-9H-purine <strong>[120503-69-7]2-Amino-6-(cyclopropylamino)-9H-purine</strong> was prepared by the displacement of the clorine group on 2-amino-6-chloropurine (Aldrich Chemical Company) by cyclopropylamine (Aldrich Chemical Company) <strong>[120503-69-7]2-Amino-6-(cyclopropylamino)-9H-purine</strong> (0.50 g, 2.7 mmoles) was dissolved in DMF (5 ml) and DMSO (5 ml). 3'-Deoxy-3'-fluorothymidine (0.81 g, 3.3 mmoles) and potassium phosphate buffer (10 mM, 30 ml), pH 6.8, containing 0.04% potassium azide were added. Purified purine nucleoside phosphorylase (7500 I.U.) and thymidine phosphorylase (37.50 I.U.) adsorbed onto 5 ml DEAE-cellulose resin were added to the reaction and the suspension stirred at 37 C. After 23 days, the reaction was filtered and the filtrate applied to a series of coupled columns. The initial column contained AG1-X2 (OH-form, 2.5*10 cm) while the second column contained Amberlite XAD-2 resin (2.5*20 cm). After sample application, the columns were washed with water (700 ml) and the product eluted with methanol. Product-containing fractions were then flash chromatographed down a silica gel column (4.8*24 cm) using ethyl acetate:methanol (95:5) as eluant. The product was further purified by flash chromatography down a silica gel column (2.5*40 cm) using dichloromethane:methanol(9:1) as eluant. Solvent was evaporated in vacuo and lyophilisation yielded 0.30 g of 2-amino-6-(cyclopropyl-amino)-9-(2,3-dideoxy-3-fluoro-beta-D-erythro-pentofuranosyl)-9H-purine (33%): mp 75 C.; TLC Rf 0.66 (silica gel, MeCN:15N NH4 OH:H2 O/85:5:10);
With triethylamine; In butan-1-ol; at 90.0℃; for 4.0h;
General procedure: Example 1 2-amino-6-(3-chlorobenzylamino)purine 4 mmol of 2-amino-6-chloropurine were dissolved in 20 mL of butanol and then 5 mmol of 3-chlorobenzylamine and 6 mmol of triethylamine were added. The mixture was reacted at 90 C. for 4 hr. After cooling, the product was filter out and washed with water and butanol and crystallized from dimethyformamide or ethanol. HPLC: purity>98%. Yield 95%. Table 1 compound prepared by the method of example 1
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