Water → HCID 54540276, compound

Participants

Reaction Steps

A solution of N-[5-(4,5-diphenyl-1H-imidazol-2-ylthio)pentyl]-heptanamine (5.30 g, 12.2 mmol), 6-chloropurine (1.90 g, 12.3 mmol), and diisopropylamine (3.00 mL, 17.2 mmol) in acetonitrile (50 mL) was heated to mild reflux for 18 hours, and then cooled and poured into water (200 mL). This was extracted with methylene chloride (2×200 mL), and the extracts were combined, dried over anhydrous potassium carbonate, filtered and evaporated. The residue was separated by flash chromatography (ethyl acetate) to afford the title product as a solid, m.p. 58°-60° C. 1H NMR (CDCl3): 10.66 (2H, br s); 8.30 (1H, s); 7.83 (1H, s); 7.67-7.18 (10H, m); 4.10 (4H, br); 3.08 (2H, t, J=7.1 Hz); 1.80-1.20 (16 H, m); 0.89 (3H, t, J=6.6 Hz). High-resolution mass spectrum: calc. for C32H39N7S 554.3066, obs. 554.3053, diff. 2.3 ppm.

Provenance & Evidence