139347-73-2

Usage

Molecular Weight

267.29 g/mol

Structure

A pyrrole ring with a carbonitrile group at the 3rd position, a formyl group at the 4th position, a hydroxyl group at the 2nd position, a methyl group at the 1st position, and a phenyl group at the 5th position.

Potential Applications

Organic synthesis, pharmaceutical research, building block for the synthesis of various organic compounds, potential candidate for drug development due to its unique structure and properties.

Upstream product

• 23132-30-1 5-Hydroxy-1-methyl-5-phenylpyrrolidin-2-one 
• 139347-71-0 2-Chloro-1-methyl-5-phenylpyrrole-3,4-dicarboxaldehyde 

Relevant academic research and scientific papers

Azide Ring-Opening-Ring-Closure Reactions and Tele-substitutions in Vicinal Azidopyrazole-, Pyrrole- and Indolecarboxaldehydes

5-Chloro-1-methylpyrazole-4-carboxaldehydes 1 react with excess sodium azide in dimethyl sulfoxide to produce a mixture of 1-azidomethyl-4-cyanopyrazoles 2 and 4-cyano-5-hydroxy-1-methylpyrazoles 3.Application of this reaction to the corresponding 5-chloro-1-phenylpyrazole-4-carboxaldehydes 5 gave 4-cyano-5-hydroxy-1-phenyl-pyrazoles 7 as the sole products in high yields.Likewise, 2-aryl-5-chloro-1-methylpyrrole-3,4-dicarboxaldehydes 9 rearranged to 2-aryl-4-cyano-5-hydroxy-1-methylpyrrole-3-carboxaldehydes 10 in high yields.In the indole series, treatment of 1-aryl-2-chloroindole-3-carboxaldehydes 11 with NaN3 yielded a mixture of 1-aryl-3-cyano-2(3H)-indolones 13 and 1-aryl-5-azido-3-cyanoindoles 12, both products resulting from a ring-opening-ring-closure reaction with concomitant nucleophilic tele-substitution at the 5-position of the indole ring.