5-Amino pyrazole 1, the key intermediate was converted to pyrazolopyridine derivatives 3 by reaction of diethylethoxymethylene malonate 2 in ethanol. Compound 3 was on heating in bromobenzene converted to pyrazolopyridine 4 which was on refluxing in POCl3 yielded chloro compound 5. Compound 4 further was used for the synthesis of 4-chloro-5-carboxypyrazolopyridine derivatives 6 and urea derivatives 7 which was also synthesized by microwave irradiation techniques. It was observed that the compounds obtained by both the methods are one and the same, it was confirmed by taking TLC, M.P., mix M.P., IR, 1H NMR and elemental analysis. All synthesized compounds were characterized by spectral and analytical methods.