Dimethylformamide → HCID 86713735, compound

Participants

Reaction Steps

To a solution of 8-((6-iodobenzo[d][1,3]dioxol-5-yl)thio-9H-purin-6-amine (118 mg, 0.28 mmol) in DMF (2 mL) was added N-(3-bromopropyl)propane-2-sulfonamide (350 mg, 1.4 mmol) and Cs2CO3 (188 mg, 0.56 mmol). The resulting mixture was stirred at room temperature overnight. The reaction mixture was condensed under vacuum and the residue was purified by Prep TLC (CH2Cl2:NH3-MeOH (7N), 20:1) to yield WS48 as a white solid (33 mg, 20%). 1H NMR (500 MHz, CDCl3/MeOH-d4): δ 8.20 (s, 1H), 7.41 (s, 1H), 7.09 (s, 1H), 6.08 (s, 2H), 4.35 (t, J=7.0 Hz, 2H), 3.10-3.22 (m, 3H), 2.07 (m, 2H), 1.37 (d, J=6.9 Hz, 6H); 13C NMR (125 MHz, CDCl3/MeOH-d4): δ 158.4, 156.1, 155.1, 153.9, 153.5, 151.8, 129.2, 123.5, 123.3, 117.9, 106.6, 98.3, 57.0, 44.8, 43.9, 34.3, 20.2; HRMS (ESI) m/z calcd. for C18H22IN6O4S2, 577.0189. found 577.0193.

Provenance & Evidence