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Copyright (c) 2014 Lei Bi1, Sheng Fang1, Ran Zhang1, Xianzhen Yin1, Chenchao Fu1, Lei Yao2
This work is licensed under a Creative Commons Attribution 4.0 International License.
Regioselective Mono-bromination of Pyrrolo[2,1-f][1,2,4]triazin-4-amine
Corresponding Author(s) : Lei Bi1
Asian Journal of Chemistry,
Vol. 26 No. 20 (2014)
Abstract
Pyrrolo[2,1-f][1,2,4]triazin-4-amine is regioselectively brominated when treated with 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione in different solvents. The brominated product, 5,7-dibromopyrrolo[2,1-f][1,2,4]triazin-4-amine predominates when the reaction is run in dichloromethane. The subsequent debromination process utilizes lithium-bromine exchange to give the desired product 5-bromo-pyrrolo[2,1-f][1,2,4]triazin-4-amine.
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- J. Dixon, B. Phillips, F. Achebe, H. Kluender, J. Newcom, K. Parcella, S.J. O'connor, S. Magnuson, Z. Hong, Z. Zhang, Z. Liu, U. Khire, L. Wang, M. Michels and B. Chandler, WO 07064931, June 8 (2007).
- J. Klar, V. Voehringer, J. Telser, M. Lobell, F. Süßmeier, V.M.-J. Li, M. Böttger, S. Golz, D. Lang, K.-H. Schlemmer, T. Schlange, A. Schall and W. Fu, WO 13004551, January 11 (2013).
- M.D. Hill and H. Fang, WO 13177024, November 29 (2013).
- S.J. O'connor, J. Dumas, W. Lee, J. Dixon, D. Cantin, D. Gunn, J. Burke, B. Phillips, D. Lowe, T. Shelekhin, G. Wang, X. Ma, S. Ying, A. Mcclure, F. Achebe, M. Lobell, F. Ehrgott, C.I wuagwu and K. Parcella, WO 07056170, May 19 (2007).
- M. Lobell, W. Hubsch, H. Schirok, M. Héroult, D. Brohm, M.-P. Collin, S. Grunewald, K. Lustig, U. Bömer, V. Voehringer and N. Lindner, WO 13124316, August 30 (2013).
References
J. Dixon, B. Phillips, F. Achebe, H. Kluender, J. Newcom, K. Parcella, S.J. O'connor, S. Magnuson, Z. Hong, Z. Zhang, Z. Liu, U. Khire, L. Wang, M. Michels and B. Chandler, WO 07064931, June 8 (2007).
J. Klar, V. Voehringer, J. Telser, M. Lobell, F. Süßmeier, V.M.-J. Li, M. Böttger, S. Golz, D. Lang, K.-H. Schlemmer, T. Schlange, A. Schall and W. Fu, WO 13004551, January 11 (2013).
M.D. Hill and H. Fang, WO 13177024, November 29 (2013).
S.J. O'connor, J. Dumas, W. Lee, J. Dixon, D. Cantin, D. Gunn, J. Burke, B. Phillips, D. Lowe, T. Shelekhin, G. Wang, X. Ma, S. Ying, A. Mcclure, F. Achebe, M. Lobell, F. Ehrgott, C.I wuagwu and K. Parcella, WO 07056170, May 19 (2007).
M. Lobell, W. Hubsch, H. Schirok, M. Héroult, D. Brohm, M.-P. Collin, S. Grunewald, K. Lustig, U. Bömer, V. Voehringer and N. Lindner, WO 13124316, August 30 (2013).