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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

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
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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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