1086610-84-5Relevant articles and documents
Reversible carboxamide-mediated internal activation at C(6) of 2-chloro-4-anilino-1H-pyrrolo[2,3-d]pyrimidines
Chamberlain, Stanley D.,Gerding, Roseanne M.,Lei, Huangshu,Moorthy, Ganesh,Patnaik, Samarjit,Redman, Aniko M.,Stevens, Kirk L.,Wilson, Joseph W.,Yang, Bin,Shotwell, J. Brad
supporting information; experimental part, p. 9511 - 9514 (2009/04/06)
(Chemical Equation Presented) 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.