3-Nitrophenylboronic Acid → HCID 69560024, compound

Participants

Reaction Steps

A mixture of 3-(2-chloropyrimidin-4-yl)-7-(1-methyl-1-triethylsilanyloxyethyl)imidazo[1,2-α]pyrimidine (prepared according to Example 34) (250 mg, 0.62 mmol), 3-nitrobenzeneboronic acid (207 mg, 1.24 mmol) and tetrakis(triphenylphosphine)palladium(0) (71 mg, 10 mol %) in THF (3 ml) and 2N Na2CO3 solution (1.24 ml, 2.48 mnmol) was heated at reflux for 2.5 h. The mixture was cooled to room temperature, diluted with CH2Cl2 (30 ml), separated and concentrated to approximately 2 ml under reduced pressure. Purification by column chromatography on silica using 3% MeOH/CH2Cl2 afforded 7-(1-methyl-1-triethylsilanyloxyethyl)-3-[2-(3-nitrophenyl)pyrimidin-4-yl]imidazo[1,2-α]pyrimidine: m/z (ES+) 491 (M+H+).

Provenance & Evidence