Methyl iodide → HCID 49869003, compound

Participants

Reaction Steps

3-(Prop-2-ynyl)-8-(5-(thiophen-2-yl)-1H-imidazol-2-yl)imidazo[5,1-d][1,2,3,5]tetrazin-4(3H)-one (0.15 mmol) was dissolved in dry DMF (1 mL) and cooled in ice under a nitrogen atmosphere. A 60% suspension of sodium hydride in mineral oil (0.17 mmol) was added in one portion and the reaction stirred on ice for 10 minutes. Methyl iodide (0.30 mmol) was then added dropwise to the reaction and the mixture stirred at room temperature for 24 hours. Solvent was then removed under vacuum and product isolated by preparative thin layer chromatography eluting with 2.5% MeOH/DCM. Yield 90%. δH (DMSO-d6) 8.97 (1H, s), 7.78 (1H, s), 7.40 (1H, dd, J=5.2, 1.2), 7.33 (1H, dd, J=3.6, 1.2), 7.08 (1H, m), 5.13 (2H, d, J=2.4), 3.96 (3H, s), 3.52 (1H, t, J=2.4).

Provenance & Evidence