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Molbank 2009, 2009(1), M590; doi:10.3390/M590
Short Note

Synthesis of 3-(4-Chloro-2-methoxy-7H-pyrrolo[2,3-d]-pyrimidin-7-yl)propanoic acid – An N(9)-Functionalized 7-Deazapurine

Organic Materials Chemistry – Bioorganic Chemistry, Institute of Chemistry, Fachbereich Biologie/Chemie, University of Osnabrück, Barbarastr. 7, D-49069 Osnabrück, Germany
Received: 13 January 2009 / Accepted: 30 January 2009 / Published: 6 February 2009
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Abstract

Regioselective N-alkylation of 4-chloro-2-methoxy-7H-pyrrolo[2,3- d]pyrimidine (6) with ethyl 3-bromopropionate under liquid-liquid phase-transfer reactionconditions gave the ester 7a. Its saponification yielded the acid 7b. The logP values of a series of N(9)-functionalized purines and purine isosteres were calculated.
Keywords: 7-Deazapurines; pyrrolo[2; 3-d]pyrimidines; functionalization; phase-transfer alkylation; logP values 7-Deazapurines; pyrrolo[2; 3-d]pyrimidines; functionalization; phase-transfer alkylation; logP values
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Rosemeyer, H. Synthesis of 3-(4-Chloro-2-methoxy-7H-pyrrolo[2,3-d]-pyrimidin-7-yl)propanoic acid – An N(9)-Functionalized 7-Deazapurine. Molbank 2009, 2009, M590.

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