Facile Synthesis of Fluorinated Pyrrolo[2,3-b]pyridines

Abstract

With the purpose to synthesize novel ADAs (adenosine deaminase) and IMPDH (inosine 5¢-monophosphate dehydrogenase) inhibitors the reaction of 5-amino-1-tert-butyl-1H-pyrrolo-3-carbonitrile with fluorinated 1,3-biselectrophiles was studied. An efficient and convenient synthetical approach to obtain fluorinated pyrrolo[2,3-b]pyridines was developed. tert-Butyl protecting group was successfully cleaved by treating of synthesized pyrrolopyridines with concentrated sulfuric acid.