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77955468591
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note
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Preparation of 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-imidazo[1, 2-a]pyridine has only been reported in the patent literature (US 2008/0091027) using an iridium catalyst.
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15
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84986532359
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L. Strekowski, D.B. Harden, W.B. Grubb III, S.E. Patterson, A. Czarny, M.J. Mokrosz, M.T. Cegla, and R.L. Wydra J. Heterocycl. Chem. 27 1990 1393
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Mokrosz, M.J.6
Cegla, M.T.7
Wydra, R.L.8
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17
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0037769185
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For a similar isomerisation of a lithiated imidazopyridine see: J.M. Chezal, E. Moreau, O. Chavignon, C. Lartigue, Y. Blache, and J.C. Teulade Tetrahedron 59 2003 5869 5878
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Chezal, J.M.1
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77955472369
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WO2006-025567
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Kawamura, M.; Hashihayata, T.; Sunami, S.; Sugimoto, T.; Yamamoto, F.; Sato, Y.; Kamijo, K.; Mitsuya, M.; Iwasawa, Y.; Komatani, H. PCT international application WO2006-025567, 2006.
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(2006)
PCT International Application
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Kawamura, M.1
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Sunami, S.3
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Kamijo, K.7
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Iwasawa, Y.9
Komatani, H.10
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23
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77955471683
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note
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+).
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24
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77955471729
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note
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When performed on a large scale, we were able to reduce the amount of 1-(vinyloxy)butane down to 1.2 equiv.
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25
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77955468153
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note
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When performed on such a scale, an exothermic reaction was observed with an onset temperature of about 70 °C, leading to an internal temperature of up to 120 °C. It is therefore recommended to perform this reaction on a smaller scale unless appropriate control measures are in place.
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