Water → HCID 18452165, compound

Participants

Reaction Steps

To a solution of 4-(3-iodo-benzyl)-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazine-6-carbaldehyde (0.100 g, 0.254 mmol) and Pd(PPh3)4 (0.015 g, 0.01 mmol) in DMF (20.0 mL) was added pyridine-4-boronic acid (0.034 g, 0.279 mmol) followed by the addition of Na2CO3 (2 mL, 2.0 M solution). The solution was heated to reflux overnight with good stirring. The heat was turned off, the solution was poured into H2O (30 mL), and the organic phase was extracted with CH2Cl2 (3×40 mL). The organic phase was than dried over MgSO4, filtered, and concentrated down under reduced pressure. The product was chromatographed with CH2Cl2/MeOH (9:1).

Provenance & Evidence