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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
Molbank 2009, 2009(1), M590; https://doi.org/10.3390/M590
Received: 13 January 2009 / Accepted: 30 January 2009 / Published: 6 February 2009
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. View Full-Text
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
MDPI and ACS Style

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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