Solvent-Controlled, Site-Selective N‑Alkylation Reactions of Azolo-Fused Ring Heterocycles at N1‑, N2‑, and N3-Positions, Including Pyrazolo[3,4‑d]pyrimidines, Purines, [1,2,3]Triazolo[4,5]pyridines, and Related Deaza-Compounds

Alkylation of 4-methoxy-1H-pyrazolo­[3,4-d]­pyrimidine (1b) with iodomethane in THF using NaHMDS as base selectively provided N2-methyl product 4-methoxy-2-methyl-2H-pyrazolo­[3,4-d]­pyrimidine (3b) in an 8/1 ratio over N1-methyl product (2b). Interestingly, conducting the reaction in DMSO reversed...

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Veröffentlicht in:	Journal of organic chemistry 2018-06, Vol.83 (12), p.6334-6353
Hauptverfasser:	Bookser, Brett C, Weinhouse, Michael I, Burns, Aaron C, Valiere, Andrew N, Valdez, Lino J, Stanczak, Pawel, Na, Jim, Rheingold, Arnold L, Moore, Curtis E, Dyck, Brian
Format:	Artikel
Sprache:	eng
Online-Zugang:	Volltext
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