Epsztajn, Jan published the artcileApplication of organolithium and related reagents in synthesis. Part I. Reactions of the N,N-dialkylpyridylcarboxylic amides with lithium amides. Regioselective lithiation of N,N-diisopropylpyridylcarboxylic amides, a useful method for synthesis of 2,3- and 3,4-disubstituted pyridines, Name: N,N-Diethylisonicotinamide, the publication is Tetrahedron Letters (1980), 21(49), 4739-42, database is CAplus.
The reactions of N,N-dialkylpyridyl carboxamides I (R = Me, Et, CHMe2) with Et2NLi and (Me2CH)2NLi were examined Lithiation of I (R = CHMe2) was regioselective, providing a convenient route to 2,3- and 3,4-disubstituted pyridines. E.g., I (R = CHMe2, CONR2 group in 2-position) was regioselectively lithiated by (Me2CH)2NLi (Et2O, -78°, 2 h) to give II (R = Li), which reacted with DMF to give 35% of aldehyde I (R = CHO). The aldehyde reacted with CH2(CO2H)2 in the Doebner modification of the Knoevenagel reaction to give 29% of I (R = CH:CHCO2H). The lithio derivative II (R = Li) reacted with Ph2CO to give 81% I (R = CPh2OH).
Tetrahedron Letters published new progress about 530-40-5. 530-40-5 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is N,N-Diethylisonicotinamide, and the molecular formula is C10H14N2O, Name: N,N-Diethylisonicotinamide.
Referemce:
https://en.wikipedia.org/wiki/Amide,
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