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. Author manuscript; available in PMC: 2011 Jun 7.

Published in final edited form as: J Med Chem. 2009 Dec 10;52(23):7580–7592. doi: 10.1021/jm900426g

Scheme 3a — ^a (i) NaBH₄, CeCl₃ ·7H₂O, MeOH, 0 °C; (ii) Et₂Zn, CH₂I₂, CH₂Cl₂, room temp; (iii) 2-substituted-6-chloropurine, Ph₃P, DIAD, THF, room temp; (iv) 3-iodo- or 3-chlorobenzylamine or cyclopentylamine, Et₃N, MeOH, room temp; (v) 10% TFA, MeOH, 70 °C; (vi) HC≡C(CH₂)₂COOMe, Pd(PPh₃)₂Cl₂, CuI, Et₃N, DMF, room temp; (vii) ethylenediamine, MeOH, room temp.