Reaction #792211

Reaction equation

2-(3-pyridinyl)oxazole

2-(6-bromo-2-pyridyl)pyrimidine

potassium carbonate

→

2-{6-[2-(Pyridin-3-yl)-1,3-oxazol-5-yl]pyridin-2-yl}pyrimidine

Solvents

N,N-dimethylformamide

Conditions

Workup

1. 1
   ConcentrationFor work-up, the reaction mixture was concentrated under reduced pressure
2. 2
   Otherthe crude product that remained was purified by chromatography on silica gel (mobile phase: dichloromethane/methanol)

Procedure

Under argon, 130 mg (0.88 mmol) of 2-(3-pyridinyl)oxazole (Hel. Chim. Acta 1962, 42, 375-381), 175 mg (0.74 mmol) of 2-(6-bromo-2-pyridyl)pyrimidine, 11 mg (0.02 mmol) of [(t-Bu)2P(OH)]2PdCl2 (POPd) and 205 mg (1.48 mmol) of potassium carbonate were initially charged in 5 ml of N,N-dimethylformamide, and the mixture was stirred at 120° C. for 16 hours. For work-up, the reaction mixture was concentrated under reduced pressure and the crude product that remained was purified by chromatography on silica gel (mobile phase: dichloromethane/methanol). This gave 126 mg (54% of theory) of 2-{6-[2-(pyridin-3-yl)-1,3-oxazol-5-yl]pyridin-2-yl}pyrimidine.

Source