81803-45-4

Upstream product

• 637-81-0 ethyl-2-azidoacetate 
• 529-20-4 2-methylphenyl aldehyde 
• 67-56-1 methanol 

Downstream Products

• 50458-79-2 ethyl isoquinoline-3-carboxylate 
• 16732-80-2 4-methyl-1H-indole-2-carboxylic acid ethyl ester 
• 81803-46-5 ethyl 2-amino-3-(2-methylphenyl)propenoate 
• 50536-58-8 5-bromo-4-methyl-1H-indole-2-carboxylic acid 
• 1007117-19-2 ethyl 4-acetyl-2-(2-methylphenyl)-5-methyl-1H-pyrrole-3-carboxylate 
• 81803-53-4 triethyl 2,4,9-tri-(o-tolyl)-1,3,8-triazatricyclo<4.3.0.0^3,5>non-7-ene-5,6,7-tricarboxylate 
• 81803-51-2 3-o-Tolyl-3H-azirine-2-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

Regioselective Functionalization of 4-Methyl-1H-indole for Scalable Synthesis of 2-Cyano-5-formyl-4-methyl-1H-indole

We report a five-step synthesis of 2-cyano-5-formyl-4-methyl-1H-indole through sequential functionalization of readily available 4-methyl-1H-indole. Cyano and aldehyde functionalities are regioselectively installed at the 2 and 5 position, respectively. T

Tripeptidyl peptidase inhibitors

The invention is relative to a compound of formula (I) and its use as an inhibitor of the CCK-inactivating peptidase tripeptidyl peptidase (TPP II). The invention concerns in particular the treatment of eating disorder, obesity, psychotic syndrome and associated psychiatric disorders. It concerns also the cosmetic use of a compound (I) in particular to aid slimming.

New findings on the hemetsberger-knittel reaction (synthetic studies on indoles and related compounds. XLIII(1))

In the Hemetsberger-Knittel reaction for indole synthesis, the intermediate ethyl 2-azido-3-hydroxy-3-aryl-propionate (4) was found to be formed in the reaction of arylaldehyde 1 with ethyl azidoacetate at a lower temperature (-30°C) as the main product,

Formation of Indoles, Isoquinolines, and Other Fused Pyridines from Azidoacrylates

Mild thermal decomposition in boiling toluene or xylene of the azidocinnamates (1) - (6), readily prepared from the corresponding aldehyde and ethyl azidoacetate, gives indoles in good yield when there is an unsubstituted ortho position, and dihydroisoquinolines, and hence isoquinolines, when there is an o-methyl or methylene group.In the presence of iodine, which seems to favour a radical type process, the yield of isoquinoline is increased, and isoquinoline formation can compete with the indole-forming cyclisation to a free ortho-position.Iodine also catalyses primary enamine formation by a hydrogen abstraction process.The thiophene (7) and pyrazole (8) are formed and decomposed similarly to give the corresponding c-fused pyridines (28) and (29).The 2,6-dichloro compound (9) thermolyses to the stable 2H-azirine (32) which isomerises to the nitrile (33) on stronger heating.Yields in these azide decompositions are sometimes high, though they can be variable and the reactions, though easily carried out, can be complex