Reacción #2040872

Ecuación de reacción

4-hydroxybutyric acid

2,3-diaminopyridine

hydrochloric acid

ammonia

→

title compound

Rendimiento 66.4%

2-(3-Hydroxypropyl)-3H-imidazo[5,4-b]pyridine

Rendimiento 66.4%

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe aqueous mixture was evaporated to dryness under reduced pressure
2. 2
   Otrothe resulting residue was purified by column chromatography through silica gel
3. 3
   workup.ADDITIONby volume mixture of ethyl acetate and methanol as the eluent
4. 4
   OtroThe product was crystallized by trituration with ethyl acetate

Procedimiento

0.83 g of 4-hydroxybutyric acid (prepared as described in Preparation 32) was added to 0.77 g of 2,3-diaminopyridine, and the resulting mixture was stirred at 150° C. for 4 hours. At the end of this time, the reaction mixture was treated with 3 N aqueous hydrochloric acid and subsequently made alkaline by the addition of aqueous ammonia. The aqueous mixture was evaporated to dryness under reduced pressure, and then the resulting residue was purified by column chromatography through silica gel, using a 5:1 by volume mixture of ethyl acetate and methanol as the eluent. The product was crystallized by trituration with ethyl acetate, to give 0.83 g of the title compound, melting at 151-153° C.

Fuente