180283-43-6

Usage

Class of compound

Pyrroles

Structural features

Pyrrole ring with a formyl group at the 5-position and a methyl group at the 4-position

Usage

Organic synthesis, medicinal chemistry (building block for the synthesis of pharmaceuticals and bioactive compounds)

Potential applications

Material science, electronics (due to unique chemical properties)

Upstream product

• 2700-30-3 N,N-diisorpopylformamide 
• 180283-42-5 3-(4-Methyl-1H-pyrrol-3-yl)-propionitrile 
• 35684-10-7 (E,E)-hexa-2,4-dienenitrile 

Downstream Products

• 180283-46-9 3-[5-Formyl-4-methyl-1-(toluene-4-sulfonyl)-1H-pyrrol-3-yl]-propionitrile 

Relevant academic research and scientific papers

Synthesis of N-protected 2-hydroxymethylpyrroles and transformation into acyclic oligomers

The synthesis of N-tosylated and N-Boc-protected 2-hydroxymethyl-pyrroles 2a-c and 3a-d and their transformation into di- and tripyrroles 18, 20a and 20b as well as the preparation of the vinyl- and ethynylpyrroles 13a, 13b and 15 is described. The pyrrole-2-carboxylic acid ethyl esters 7a and b and the pyrrole-2-carbaldehydes 4a-d were transformed into their N-protected derivatives 5a, 5b, 6a-d, 8a and 8b in 69-97% yield and reduced to give the corresponding hydroxymethylpyrroles 2a-c and 3a-d in 79-96% yield; treatment of 2b with 17, 19a and 19b in 0.5% hydrochloric acid gives the dipyrrole 18 and the tripyrroles 20a and 20b in 20-28% yield.