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Molbank  2009 

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

DOI: 10.3390/m590

Keywords: 7-Deazapurines, pyrrolo[2, 3-d]pyrimidines, functionalization, phase-transfer alkylation, logP values

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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.

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