Selective Synthesis of Novel 5-Bromopyrimidine Derivatives

Paper

Selective Synthesis of Novel 5-Bromopyrimidine Derivatives

Published Jan 1, 2011 · DOI · Jin Wusong

Chinese Journal of Synthetic Chemistry

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Abstract

p-Bromophenyl-methoxy triethylene glycol(3) was prepared by esterification of p-tolylsulfonyl chloride with methoxy triethylene glycol,then condensation with p-bromophenol.Novel 5-bromo-2-[p-(methyl triethylene glycol group)phenyl]pyrimidine(1a) in yield of 73% was selectively synthesized using Pd(PPh_3)_4 as a catalyst in toluene under Ar gas by Suzuki-coupling of 5-bromo-2-iodopyrimidine(5) and p-(methyl triethylene glycol group)phenyl-boric acid(4) which was obtained by substitution reaction of 3 with methyl borate,then acidolysis.Novel 5-bromo-2-dodecylpyrimidine(1b) in yield of 82% was selectively synthesized by Suzuki-coupling in "one-pot" from 1-dodecylene and 5 using Pd(dppf)Cl_2 as a catalyst in THF.The structures of 1a and 1b were characterized by 1H NMR,13C NMR and MS.

Study Snapshot

Novel 5-bromopyrimidine derivatives (1a) and (1b) were selectively synthesized in high yields using Pd(PPh_3)_4 catalyst in toluene under Ar gas, providing potential pharmaceutical applications.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Selective Synthesis of Novel 5-Bromopyrimidine Derivatives

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