“…The required N -(chloropyridinyl)enaminone 6 was obtained quantitatively by condensation of 3-amino-2-chloropyridine ( 9 ) with 1,3-cyclohexadione ( 10 ) in refluxing toluene as already reported . Subsequent alkylation of the nitrogen atom to give the N -ethylated enaminone 11 was achieved in 60% yield by use of sodium hydride in refluxing toluene followed by treatment of the resulting sodium salt with a large excess of ethyl iodide (Scheme 3).…”
Section: Resultsmentioning
confidence: 90%
“…They are of interest for their biological activities as potential anticancer agents . In this context, we have previously reported the photoreaction of enaminone 1 , which led to the two indolones 4 and 5 through an oxidative cleavage of the intermediate 6,7,8,9-tetrahydro- 5H -pyrido[3,2- b ]indol-9-one ( 2 ) and 6,7,8,9-tetrahydro- 5H -pyrido[3,4- b ]indol-9-one ( 3 ) (Scheme 1).…”
“…The required N -(chloropyridinyl)enaminone 6 was obtained quantitatively by condensation of 3-amino-2-chloropyridine ( 9 ) with 1,3-cyclohexadione ( 10 ) in refluxing toluene as already reported . Subsequent alkylation of the nitrogen atom to give the N -ethylated enaminone 11 was achieved in 60% yield by use of sodium hydride in refluxing toluene followed by treatment of the resulting sodium salt with a large excess of ethyl iodide (Scheme 3).…”
Section: Resultsmentioning
confidence: 90%
“…They are of interest for their biological activities as potential anticancer agents . In this context, we have previously reported the photoreaction of enaminone 1 , which led to the two indolones 4 and 5 through an oxidative cleavage of the intermediate 6,7,8,9-tetrahydro- 5H -pyrido[3,2- b ]indol-9-one ( 2 ) and 6,7,8,9-tetrahydro- 5H -pyrido[3,4- b ]indol-9-one ( 3 ) (Scheme 1).…”
Reaction of 1-Ethoxyallylmethylpyrido(2,3-b)pyrazinium Bromide with Ammonium Acetate: Synthesis of Imidazo(1',2':1,2)pyrido(5,6b) pyrazines.-Treatment of the pyrido(2,3-b)pyrazines (I) with ethyl bromopyruvate ( II) and subsequent heating of the precipitated quarternary salts (III) with ammonium acetate gives the imidazo derivatives (IV). On the other hand, coupling of the 2-methyl substituted pyridopyrazine (V) with (II) followed by heating with ammonium acetate leads to the formation of the pyrrolo compound (VI) as main product. -(BLACHE, Y.; GUEIFFIER, A.; CHAVIGNON, O.; ELHAKMAOUI, A.; VIOLS, H.; TEULADE, J. C.; MILHAVET, J. C.; DAUPHIN, G.; CHAPAT, J. P.; Heterocycles 38 (1994) 2, 283-289; Lab. Chim. Org. Pharm., CNRS, Fac. Pharm., 34000 Montpellier, Fr.; EN)
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