Cesium carbonate → HCID 58197523, compound

Participants

Reaction Conditions

Reaction Steps

A 10 mL microwave tube was charged with 6′-bromo-5,7-dihydrospiro[cyclopenta[d]pyridazine-6,2′-inden]-1′(3′H)-one (0.0600 g, 0.19 mmol), 3-cyanophenylboronic acid (0.1221 g, 0.83 mmol), Cs2CO3 (0.2822 g, 0.87 mmol), 1,4-dioxane (4 mL), water (1 mL), and PdCl2(PPh3)2 (0.0360 g, 0.05 mmol). The tube was heated in a CEM microwave reactor at 110° C. for 30 min. The reaction mixture was diluted with CH2Cl2 and dried over Na2SO4. After the solvent was evaporated under reduced pressure, the residue was purified by reversed-phase HPLC (SunFire™ Prep C18 OBD™ μm 19×50 mm column, 10%→90% MeOH/H2O, 0.1% CF3COOH over 8 min and then 90% MeOH/H2O, 0.1% CF3COOH over 2 min, flow rate 20 mL/min) to afford 0.0386 g (60%) of 3-(1′-oxo-1′,3′,5,7-tetrahydrospiro[cyclopenta[d]pyridazine-6,2′-inden]-6′-yl)benzonitrile. LC-MS tR=1.43 min in 3 min chromatography, m/z 338 (MH+).

Provenance & Evidence