2,4-Dichloropyridine → N-(4-chloro-2-pyridinyl)-1,3-oxazol-2-amine

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To a vial containing oxazol-2-amine (102 mg, 1.22 mmol), , TRIS(DIBENZYLIDENEACETONE)DIPALLADIUM(0) (9.28 mg, 10.14 µmol), 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (9.47 mg, 0.02 mmol) and sodium 2-methylpropan-2-olate (136 mg, 1.42 mmol), was added degassed toluene (4 mL) and 2,4-dichloropyridine (0.109 ml, 1.01 mmol) and the reaction mixture was heated to 100 degrees C for 20 h. None of the desired product was observed by LCMS or in crude proton NMR. **It is of note that although the 2,4-dichloropyridine is present in the crude proton NMR, the oxazole-2-amine is not**. It is possible that under the strongly basic reaction conditions that this starting material decomposed. Product not isolated.

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