Potassium Phosphate, Tribasic → HCID 10291463, compound

Participants

Reaction Conditions

Reaction Steps

To 2-[5-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-2-fluorophenyl]pyrazine prepared above was added 2-(3-bromoimidazo[1,2-α]pyrimidin-7-yl)propan-2-ol (0.266 g, 1.04 mmol) followed by dry potassium phosphate (0.065 g), dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane adduct (0.06 g) and dry N,N-dimethylformamide (5 ml). The mixture was degassed with nitrogen then stirred for 16 h at 65° C. under an atmosphere of dry nitrogen. The reaction was cooled to ambient temperature, silica gel added, and the solvent stripped at reduced pressure. The residue was subjected to chromatography on silica gel eluting with dichloromethane on a gradient of methanol (3.5-5%). The appropriate fractions were combined, concentrated in vacuo and the residue crystallised from toluene to afford 2-[3-(4-fluoro-3-(pyrazin-2-yl)phenyl)imidazo[1,2-α]pyrimidin-7-yl]propan-2-ol: δH (400 MHz, DMSO) 1.51 (6H, s), 5.51 (1H, s), 7.41 (1H, d, J 7), 7.62 (1H, dd, J 11 and 9), 7.88 (1H, m), 7.95 (1H, s), 8.18 (1H, dd, J 7 and 2), 8.72 (1H, d, J 2), 8.84 (1H, dd, J 1 and 2), 8.99 (1H, d, J 7), 9.14 (1H, dd, J 2 and 2); m/z (ES+) 350 (MH+).

Provenance & Evidence