GlaxoSmithKline, Oncology R&D, 5 Moore Drive, Research Triangle Park, North Carolina 27709, USA.
J Org Chem. 2008 Dec 5;73(23):9511-4. doi: 10.1021/jo8020693.
A synthetic route to bisanilino-1H-pyrrolo[2,3-d]pyrimidines has been discovered, wherein the C(6)-chloride reactivity is necessarily enhanced via reversible acid-catalyzed internal activation of the pyrimidine ring by a C(1')-carboxamide moiety. Subsequent selective nucleophilic displacements at C(6) and C(1') constitute a one-pot tandem protocol for the rapid assembly of bisanilino-1H-pyrrolo[2,3-d]pyrimidines.
已经发现了一种双苯胺-1H-吡咯并[2,3-d]嘧啶的合成途径，其中嘧啶环通过 C(1')-羧酰胺部分的可逆酸催化内部活化，必然增强了 C(6)-氯的反应性。随后在 C(6)和 C(1')处进行选择性亲核取代构成了一锅法串联反应，用于快速组装双苯胺-1H-吡咯并[2,3-d]嘧啶。
