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A two-step procedure for the preparation of mono-protected bis-N-heterocyclic alkyl ether systems
Authors:Jianhua Chao  Mariam Israiel  Cynthia Aki
Institution:a Schering-Plough Research Institute, Kenilworth, NJ 07033, USA
b New Jersey City University, Jersey City, NJ 07305, USA
Abstract:A two-step convenient sequence for the synthesis of previously inaccessible mono-Boc-protected bis-N-heterocyclic alkyl substituted ether derivatives 4 is described. Mitsunobu protocol was applied to the preparation of pyridinyl ether precursor 5. The reduction of the electron rich pyridinyl system 5 has been achieved catalytically using the combination of PtO2-H2SO4 or PtO2-pTsOH under a hydrogen atmosphere maintained by a gas balloon at ambient temperature.
Keywords:Bis-N-heterocyclic alkyl ethers  PtO2-H2SO4 mediated reduction  Mitsunobu reaction
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