Diisopropylethylamine → HCID 67969064, compound

Participants

Reaction Steps

To 2-bromo-5-((4-methylquinazolin-2-yl)methyl)-7,8-dihydro-3H-imidazo[2,1-b]purin-4(5H)-one 15 (470 mg, 1.14 mmol) in DMF (5 ml) was added Hunig's base (0.3 ml, 1.71 mmol) and 1-bromo-2-butyne (0.145 ml, 1.6 mmol) at room temperature. The mixture was stirred over night. Another 0.103 ml (1.14 mmol) of 1-bromo-2-butyne was added and stirred over night. The reaction was extracted by DCM twice, washed with NaHCO3 and brine, dried (MgSO4) and concentrated. The crude product was purified by flash chromatography (MeOH/DCM) to afford 2-bromo-3-(but-2-ynyl)-5-((4-methylquinazolin-2-yl)methyl)-7,8-dihydro-3H-imidazo[2,1-b]purin-4(5H)-one 16. 1H NMR S 8.02 (d, J=7.81, 1H), 7.90 (d, J=7.81, 1H), 7.78 (t, J=8.59, 1H), 7.54 (t, J=8.59, 1H), 5.50 (s, 2H), 5.30 (s, 2H), 5.08 (q, J=2.34, 21-1), 4.12 (t, J=9.38, 2H), 3.92 (t, 0.1=9.38, 2H), 2.89 (s, 3H), 1.79 (t, J=2.34, 3H).

Provenance & Evidence