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Synthesis and Crystal Structures of Two 9‐(2‐Bromoethyl)‐Substituted 7‐Deazapurines
Authors:Simona Asaftei  Martin Reichelt  Hans Reuter  Helmut Rosemeyer
Institution:1. Organic Materials Chemistry/Bioorganic Chemistry, Institute of Chemistry, University of Osnabrück, Barbarastr. 7, D‐49069 Osnabrück;2. Inorganic Chemistry/Structure Chemistry, Institute of Chemistry, University of Osnabrück, Barbarastr. 7, D‐49069 Osnabrück
Abstract:The 7‐(2‐bromoethyl) derivatives, 2a and 2b , of 4‐chloro‐7H‐pyrrolo2,3‐d]pyrimidine ( 1a ) and 4‐chloro‐7H‐pyrrolo2,3‐d]pyrimidin‐2‐amine ( 1b ) were synthesized by nucleobase anion alkylation (NaH, DMF) and crystallized. X‐Ray analyses of both compounds were performed, and they revealed significantly different positioning of the side chain relative to the heterocyclic ring, depending on the substituent (H or NH2) at C(2).
Keywords:7‐Deazapurines  Purines  Pyrrolo[2  3‐d]pyrimidines  X‐Ray crystallography
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