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For publications describing different imidazopyridines with antiherpetic activity, see: (a) Chaouni-Bendallah, A.; Galtier, C.; Allouchi, H.; Kherbeche, A.; Chavignon, O.; Teulade, J.-C. et al. Chem. Pharm. Bull. 2001, 49, 1631. (b) Mavel, S.; Renou, J. L.; Galtier, C.; Snoeck, R.; Andrei, G.; Balzarini, J.; De Clercq, E.; Gueiffier, A. Arzneimittel-Forschung 2001, 51, 304. (c) Lhassani, M.; Chavignon, O.; Chezal, J.-M.; Teulade, J.-C.; Chapat, J.-P.; Snoeck, R.; Andrei, G.; Balazarini, J.; De Clercq, E.; Gueiffier, A. Eur. J. Med. Chem. 1999, 34, 271.
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For publications describing different imidazopyridines with antiherpetic activity, see: (a) Chaouni-Bendallah, A.; Galtier, C.; Allouchi, H.; Kherbeche, A.; Chavignon, O.; Teulade, J.-C. et al. Chem. Pharm. Bull. 2001, 49, 1631. (b) Mavel, S.; Renou, J. L.; Galtier, C.; Snoeck, R.; Andrei, G.; Balzarini, J.; De Clercq, E.; Gueiffier, A. Arzneimittel-Forschung 2001, 51, 304. (c) Lhassani, M.; Chavignon, O.; Chezal, J.-M.; Teulade, J.-C.; Chapat, J.-P.; Snoeck, R.; Andrei, G.; Balazarini, J.; De Clercq, E.; Gueiffier, A. Eur. J. Med. Chem. 1999, 34, 271.
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For publications describing different imidazopyridines with antiherpetic activity, see: (a) Chaouni-Bendallah, A.; Galtier, C.; Allouchi, H.; Kherbeche, A.; Chavignon, O.; Teulade, J.-C. et al. Chem. Pharm. Bull. 2001, 49, 1631. (b) Mavel, S.; Renou, J. L.; Galtier, C.; Snoeck, R.; Andrei, G.; Balzarini, J.; De Clercq, E.; Gueiffier, A. Arzneimittel-Forschung 2001, 51, 304. (c) Lhassani, M.; Chavignon, O.; Chezal, J.-M.; Teulade, J.-C.; Chapat, J.-P.; Snoeck, R.; Andrei, G.; Balazarini, J.; De Clercq, E.; Gueiffier, A. Eur. J. Med. Chem. 1999, 34, 271.
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0141659601
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note
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Use of the more reactive dimethylformamide-di-tert-butylacetal in DMF shortened the reaction time to 36 h but gave a similar yield of the desired product (56%).
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18
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0004380865
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Cyclopentylguanidine was made by a modification of a method described in: Bannard, R. A. B.; Casselman, A. A.; Cockburn, W. F.; Brown, G. M. Can. J. Chem. 1958, 36, 1541.
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We prepared 2-amino-3-chloropyridine by treating 2,3-dichloropyridine with aqueous ammonia at 190°C for 48 h in a steel bomb. Also see: Trapani, G.; Franco, M.; Latrofa, A.; Ricciardi, L.; Carotti, A.; Serra, M.; Sanna, E.; Biggio, G.; Liso, G. J. Med. Chem. 1999, 42, 3934.
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0034613119
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28
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0141659600
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note
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Suzuki couplings of 17 with pyridylboronic acids gave 50-60% yield of the desired coupled product.
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29
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0001674667
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A similar cyclization protocol appeared in the literature during the course of our work: (a) Adlington, R. M.; Baldwin, J. E.; Catterick, D.; Pritchard, G. J. J. Chem. Soc., Perkin Trans. 1 1999, 855. (b) Adlington, R. M. ; Baldwin, J. E.; Catterick, D.; Pritchard, G. J. Chem. Commun. 1997, 1757.
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Adlington, R.M.1
Baldwin, J.E.2
Catterick, D.3
Pritchard, G.J.4
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30
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0003013170
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A similar cyclization protocol appeared in the literature during the course of our work: (a) Adlington, R. M.; Baldwin, J. E.; Catterick, D.; Pritchard, G. J. J. Chem. Soc., Perkin Trans. 1 1999, 855. (b) Adlington, R. M. ; Baldwin, J. E.; Catterick, D.; Pritchard, G. J. Chem. Commun. 1997, 1757.
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Adlington, R.M.1
Baldwin, J.E.2
Catterick, D.3
Pritchard, G.4
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