Cesium fluoride → HCID 67388520, compound

Participants

Reaction Conditions

Reaction Steps

Bis(triphenylphosphine) palladium (II) chloride (0.121 g) and caesium fluoride (1.56 g) were added to a degassed solution of 5-bromo-3-oxazolo[5,4-b]pyridin-2-yl-pyridin-2-amine (1 g) and 4-boronobenzoic acid (0.570 g) in methanol (15 ml) under nitrogen atmosphere. The suspension was stirred at 120° C. for 20 min in a 300 W microwave reactor. The reaction mixture was then stirred at 130° C. for 20 minutes in a 300 W microwave reactor. The mixture was diluted with water (25 ml) and stirred for 30 min. The yellow suspension was filtered, washed with water (4×15 ml), washed with diethyl ether (4×15 ml) and dried overnight to give 4-(6-amino-5-oxazolo[5,4-b]pyridin-2-yl-3-pyridyl)benzoic acid (1.090 g, 95%). NMR Spectrum: (DMSOd6) 7.54 (dd, 1H), 7.89 (d, 2H), 7.95 (bs, 2H), 8.03 (d, 2H), 8.30 (dd, 1H), 8.41 (dd, 1H), 8.60 (d, 1H), 8.71 (d, 1H); Mass spectrum: M+H+ 333

Provenance & Evidence