Pyridine, reaction with sodium amide carbonyls

The oxazolo[5,4-]pyridine (2) is the exclusive product under these conditions. This product arises from the displacement of the chlorine atom by the amide carbonyl oxygen. A 2.8 molar excess of sodium hydride is required to carry the reaction to completion. The first mole of sodium hydride is consumed with the deprotonation of the more acidic amide protone. 

---