Phosphorus oxychloride → 6-chloro-9-(4-chlorophenyl)-8-(2,4-dichlorophenyl)-9H-purine

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Reaction Steps

9-(4-Chlorophenyl)-8-(2,4-dichlorophenyl)-9H-purin-6-ol I-(1A-1)c (6.5 g, 17 mmol) was heated to reflux in POCl3 (3 ml) overnight. The reaction mixture was concentrated under reduced pressure and the residue was dissolved into chloroform and poured onto ice. The organic layer was separated and washed with saturated aqueous NaHCO3; the organic layers were combined, dried (Na2SO4), filtered, and concentrated under reduced pressure. The residue was taken up in 1:1 methylene chloride/diethyl ether (200 ml) and was then filtered to remove residual starting material. Concentration of the organic layer gave the title compound I-(1A-1)d as a yellow foam (5.8 g, 85%): +ESI MS (M+1) 411.4; 1H NMR: (400 MHz, DMSO-d6): δ 8.83 (s, 1H), 7.79–7.75 (m, 2H), 7.63–7.58 (m, 1H), 7.56 (d, J=8.7 Hz, 2H), 7.42 (d, J=6.7 Hz, 2H).

Provenance & Evidence