Dimethylformamide → HCID 66562687, compound

Participants

Reaction Steps

To a solution of 8-((6-iodobenzo[d][1,3]dioxol-5-yl)thio-9H-purin-6-amine (56 mg, 0.13 mmol) in DMF (2 mL) was added N-t-butyl-2-chloroethanesulfonamide (50 mg, 0.25 mmol) and Cs2CO3 (88 mg, 0.27 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 WS47 as a white solid (10 mg, 13%). 1H NMR (500 MHz, CDCl3/MeOH-d4): δ 8.22 (s, 1H), 7.39 (s, 1H), 7.08 (s, 1H), 6.06 (s, 2H), 4.69 (t, J=7.0 Hz, 2H), 3.57 (t, J=7.1 Hz, 2H), 1.35 (s, 9H); 13C NMR (125 MHz, CDCl3/MeOH-d4): δ 158.3, 156.4, 155.1, 153.9, 153.4, 151.5, 129.2, 123.5, 123.3, 117.8, 106.6, 98.1, 58.5, 57.3, 42.7, 33.8; HRMS (ESI) m/z [M+H]+ calcd. for C18H22IN6O4S2, 577.0189. found 577.0217.

Provenance & Evidence