Cesium fluoride → HCID 18186443, compound

Participants

Reaction Steps

A solution of 4-anilino-2-chloro-5-iodopyrimidine (Method 59, 331 mg, 1 mmol), 3-furylboronic acid (224 mg, 2 mmol), caesium fluoride (400 mg, 2 mmol) and tetrakis(triphenylphosphine)palladium(0) (30 mg) in THF (10 ml) was stirred and heated at reflux for 20 hours under a nitrogen atmosphere. Insoluble material was removed by filtration and the filtrate was concentrated. The residue was purified by bond elute chromatography, eluting with 25% ethyl acetate in isohexane, to give the product (140 mg). NMR (CDCl3): 6.6 (d, 1H), 7.0 (br s, 1H), 7.15 (t, 1H), 7.25 (s, 1H), 7.4 (t, 2H), 7.55 (d, 2H), 7.65 (d, 2H), 8.1 (s, 1H); MS (MH+): 272, 274.

Provenance & Evidence