Synthesis of 3,5-Difunctionalized 1-Methyl-1H-pyrazolo [3,4-b]Pyridines Involving Palladium-Mediated Coupling Reactions.
β Scribed by G. Lavecchia; S. Berteina-Raboin; G. Guillaumet
- Publisher
- John Wiley and Sons
- Year
- 2004
- Weight
- 29 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0931-7597
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## Abstract While 3(5)βaminopyrazole reacts with enaminonitrile to yield pyrazolo[1,5β__a__]pyrimidines, 3βaminoβ5βpyrazolone reacts with the same reagents to yields pyrazolo[3,4β__b__]pyridines.
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m. p.=248-250GC (dec.; from methanol); [.ID= -129.' (DMSO, c = 1.00); 'H-NMR (D6-DMSO); t=4.13 and 4.18 (s, I-H+l'-H and s, 2 2-benzyl-H, or vice versa); MS: 520 (M+)]. The amino ketone ( 8 ) is probably first formed, being later aromatized by dimerization and air oxidation to yield ( 9 ) . The firs