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Indeed, replacement of the benzene ring with a pyridine ring changed the physicochemical properties in the case of an endothelin receptor antagonist we developed, see: Niiyama, K.; Mase, T.; Takahashi, H.; Naya, A.; Katsuki, K.; Nagase, T.; Ito, S.; Hayama, T.; Hisaka, A.; Ozaki, S.; Ihara, M.; Yano, M.; Fukuroda, T.; Noguchi, K.; Nishikibe, M.; Ishikawa, K. Bioorg. Med. Chem. 2002, 10, 2461.
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22244452830
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note
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3), but the attempts ended in incomplete conversion or complex mixture.
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19
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22244437102
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note
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3 resulted in lower yield (45%).
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20
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22244477590
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note
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The stereochemistry of compounds 10 and 11 was determined by their NOEs. The details are listed in the experimental section.
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