Dabco → 9-(4-Chlorophenyl)-8-(2,4-dichlorophenyl)-9H-purine-6-carbonitrile

Participants

Reaction Conditions

Reaction Steps

6-Chloro-9-(4-chlorophenyl)-8-(2,4-dichlorophenyl)-9H-purine I-(1A-1)d (200 mg, 0.49 mmol) was dissolved in acetonitrile (5 ml) and stirred at 0° C. Tetrabutylammonium cyanide (236 mg, 0.98 mmol) and 1,4-diaza-bicyclo[2.2.2]octane (173 mg, 1.5 mmol) were added to the reaction mixture and stirring was continued at 0° C. for 3 hours. The reaction mixture was concentrated under reduced pressure and then purified by flash chromatography using 30% ethyl acetate/hexanes as the eluant to obtain the desired product I-(16A-1)a (215 mg, quant): +ESI MS (M+1) 400.2; 1H NMR (400 MHz, CDCl3) δ 9.09 (s, 1H), 7.57 (d, J=8.7 Hz, 1H), 7.45–7.39 (m, 4H), 7.21 (d, J=8.7 Hz, 2H).

Provenance & Evidence