Dichloromethane → HCID 44125127, compound

Participants

Reaction Conditions

Reaction Steps

To a 10-mL, reaction vial was added N-(6-chloroimidazo[1,2-b]pyridazin-2-yl)acetamide (0.108 g, 0.51 mmol), 3,4-dimethoxyphenylboronic acid (0.112 g, 0.61 mmol, Alfa Aesar, Ward Hill, Mass.), [1,1′-bis(diphenylphosphino)ferrocene]-dichloropalladium, complex with dichloromethane (31 mg, 0.038 mmol), potassium carbonate (0.213 g, 1.54 mmol), DME (3 mL), and water (1 mL). The vial was sealed and purged with nitrogen for several minutes. The mixture was stirred at 100° C. for 1 h and then allowed to cool to room temperature. The organic phase was taken and the solvents eliminated under vacuum. Purification by silica gel chromatography (4 to 6% MeOH/CH2Cl2) afforded the title compound as an off-white solid. MS (ESI positive ion) m/z: 313 (M+1). 1H NMR (400 MHz, DMSO-d6): δ ppm 10.86 (s, 1H), 8.26 (s, 1H), 8.00 (d, J=9.6 Hz, 1H), 7.78 (d, J=9.6 Hz, 1H), 7.66-7.57 (m, 2H), 7.11 (d, J=9.0 Hz, 1H), 3.88 (s, 3H), 3.84 (s, 3H), 2.11 (s, 3H).

Provenance & Evidence