In an article, author is Kantlehner, Willi, once mentioned the application of 211915-84-3, Quality Control of Ethyl 3-(2-(((4-cyanophenyl)amino)methyl)-1-methyl-N-(pyridin-2-yl)-1H-benzo[d]imidazole-5-carboxamido)propanoate, Name is Ethyl 3-(2-(((4-cyanophenyl)amino)methyl)-1-methyl-N-(pyridin-2-yl)-1H-benzo[d]imidazole-5-carboxamido)propanoate, molecular formula is C27H26N6O3, molecular weight is 482.5338, MDL number is MFCD09833627, category is pyridine-derivatives. Now introduce a scientific discovery about this category.
Orthoamides and Iminium Salts, IIICa. Further results about condensations reactions of orthoamides of alkyne carboxylic acids with CH2- and CH2/NH-acidic compounds
The 1,1-bis(dimethylamino)-1,3-butadienes (keten aminals) 11a-1 are prepared from orthoamide derivatives of alkyne carbonxylic acids 9b, d, e, i and CH2-acidic compounds 10a-c, f-h, k, o. The C-silylated orthoamide derivative 9c shows an ambivalent behaviour towards CH-acidic compounds. Reactions of 9c with strong CH2-acidic compounds like the nitro alkanes 10m, n and strongly enolized carbonyl compounds as methyl acetoacetate, cyanoacetamide, dibenzoylmethane, 1,3-dimethylbarbituric acid proceed under desilylation to give the ketene aminals 11u-z. In contrast to these reactions, the C-silylated ketene aminals 110-t are obtained from 9c and weaker CH2-acidic compounds as dimethyl malonate, cyanoacetic acid derivatives and benzylcyanides. CH/NH2-acidic compounds [cyanoacetamide (10d) and N-ethyl-cyanoacetamide (10f)] react with the orthoamide derivatives 9b, e-g at the acidic carbon-hydrogen bond to give the ketene aminals 11ac, ad, af, ag, ai, which cyclize to the pyridones 14a-d, d-g on heating. From the reaction of the orthoamide 9d with cyanoacetamide the pyridone 14c results directly. The persubstituted pyridone derivative 19 is formed by the reaction of cyanoacetamide with a mixture of the isomeric orthoamides 15 and 16. The 5,5-diamino-2,4-pentadienamide 11v attacks the orthoamide 9a at C3/C1. In the product 20 a cross conjugated multiple bond system is formed which contains an 1-aza-2,3-diamino function and a further ketene aminal function.
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Reference:
Pyridine – Wikipedia,
,Pyridine | C5H5N – PubChem