Potassium Phosphate, Tribasic → 3-[2-(Furan-3-yl)pyrimidin-4-yl]-7-(1-methyl-1-triethylsilanyloxyethyl)imidazo[1,2-alpha]pyrimidine

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-(2-chloropyrimidin-4-yl)-7-(1-methyl-1-triethylsilanyloxyethyl)imidazo[1,2-α]pyrimidine (from Example 34) (200 mg, 0.49 mmol), 3-furanboronic acid (111 mg, 0.98 mmol), K3PO4 (457 mg, 1.96 mmol) and tetrakis(triphenylphosphine)palladium(0) (50 mg, 9 mol %) in DMA (6 ml) was heated at 90° C. for 45 min under N2. The reaction was concentrated under reduced pressure while azeotroping with xylene (3×30 ml). EtOAc (50 ml) and H2O (50 ml) were added and the organics separated and concentrated under reduced pressure while loading onto MgSO4. Purification by column chromatography on silica using 3% MeOH/CH2Cl2 as the eluent gave 3-[2-(furan-3-yl)pyrimidin-4-yl]-7-(1-methyl-1-triethylsilanyloxyethyl)imidazo[1,2-α]pyrimidine (203 mg, 94%): m/z (ES+) 435 (M+H+).

Provenance & Evidence