Thionyl Chloride → HCID 66867721, compound

Participants

Reaction Steps

0.11 g of 2-(6-amino-8-(pyridin-3-ylamino)-purin-9-yl)ethanol were cooled to −20° C. and 2 ml of SOCl2 were added. The temperature was gradually risen to 50° C. and the mixture was stirred at this temperature for 12 hours. The excess of SOCl2 was evaporated and aqueous ammonia was added to the residue. The mixture was extracted with ethyl acetate. The organic layer was separated and evaporated. The crude product was purified by flash chromatography on silica gel (ethyl acetate:MeOH 20:1) to give 30 mg (27%) of the desired product. 1H-NMR (DMSO-d6): 9.10 (s, 1H); 9.0 (s, 1H); 8.35 (d, 1H); 8.20 (d, 1H); 8.05 (s, 1H); 7.30 (m, 1H); 6.65 (s, 2H, —NH2); 4.55 (t, 2H); 4.0 (t, 2H).

Provenance & Evidence