Potassium Phosphate, Tribasic → HCID 9921947, compound

Participants

Reaction Conditions

Reaction Steps

To a degassed solution of trifluoromethanesulfonic acid 3-(7-methyl-imidazo[1,2-a]pyrimidin-3-yl)phenyl ester (0.1 g, 0.28 mmol) in 1,4-dioxane (3 ml) was added potassium phosphate (0.119 g, 0.56 mmol), pyridine-3-boronic acid 1,3-propanediol cyclic ester (0.092 g, 0.56 mmol) and tetrakis(triphenylphosphine)palladium(0) (0.016 g, 13.8 mmol) and the mixture heated at 80° C. for 22 h. After cooling to ambient temperature the solvent was evaporated in vacuo. The residue was stirred with 10% methanol in dichloromethane and the solid material filtered off. The filtrate was applied to two preparative TLC plates (silica gel) and eluted with 6% methanol in dichloromethane. The appropriate band was collected and processed to give an oil which crystallised from diethyl ether as a white solid (26 mg): δH (400 MHz, CDCl3) 2.67 (3H, s), 6.80 (1H, d, J 7), 7.42 (1H, td, J 8 and 1), 7.57 (1H, m), 7.65 (2H, m), 7.71 (1H, s), 7.86 (1H, s), 7.92 (1H, m), 8.53 (1H, d, J 7), 7.65 (1H, m), 8.89 (1H, s); m/z (ES+) 287 (M++H).

Provenance & Evidence