Imidazo[1,2-b]pyridazine

To a stirred solution of 6-chloroimidazo[1, 2-bjpyridazine (800 mg, 5.21 mmol) in methanol (20 mL) and tetrahydrofuran (20 mL) was added triethylamine (0.8 mL, 5.74mmol) followed by Pd/C (100 mg, 0.094 mmol). The mixture was stirred under hydrogen atmosphere for 16h. The reaction mixture was filtered through celite and the celite bed was washed with methanol. The combined filtrate was concentrated then suspended in water and extracted with ethyl acetate (3x). The organic layer was dried over Na2SO4 and filtered to give the imidazo[1, 2-bjpyridazine (550 mg, 87percent) as off white solid. LCMS[m/z 120 (M+H)j; ‘H NMR (300 MHz, DMSO-d6) ? 8.51 (dd, J4.53, 1.51 Hz, 1H) 8.29(d, J0.76Hz, 1 H) 8.05-8.19(m, 1 H)7.79(d, J1.13 Hz, 1 H) 7.22 (dd, J=9.44, 4.53 Hz, 1 H).(B) SR 95950 A A solution of 0.5 g of the A solution of imidazo[l, 2-b]pyridazine (impy) (758 mg, 6.36 mmol, 10 equiv.) in MeOH (1 mL) was added dropwise at 55C to a solution of Cu(OTf)2 (230 mg, 0.636 mmol, 1.0 equiv.) in MeOH (1 mL). The blue precipitate which formed was washed with Et20 (3 x 2 mL), then recrystallized from hot MeOH to afford [Cu(OTf)2(impy)4] (324 mg, 0.387 mmol. 61%). Anal. Calcd. for C26H2OCUF6NI206S2: C, 37.26; H, 2.41; N, 20.05. Found: C, 37.07; H, 2.33; N, 19.91; IR (ATR, neat): v (cm 1) = 2981, 1620, 1541, 1503, 1374, 1352, 1306, 1281, 1241, 1221, 1149, 1071, 1027, 950, 918, 879, 801, 755, 733, 632.