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Synthesis, Characterization of 3-(Bromomethyl)-2-cyclopropyl-4-(4-fluorophenyl)quinoline and Its Crystal Structure
Corresponding Author(s) : Jia-Ying Xu
Asian Journal of Chemistry,
Vol. 26 No. 22 (2014): Vol 26 Issue 22
Abstract
3-(Bromomethyl)-2-cyclopropyl-4-(4-fluorophenyl)quinoline (I), an important intermediate to synthesize pitavastatin calcium. It was prepared from ethyl 2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-carboxylate via reduction by KBH4/ZnCl2 and then bromide by PBr3. The product was characterized by NMR and LC-MS. The crystal structure of compound I was investigated using X-ray diffraction and SHELXTL-97 software. The result indicated that compound I crystallized in the triclinic system, space group P-1 with a = 9.6150(19), b = 9.868 (2), c = 10.060(2) Å, V = 783.3 (4) Å3; Z 2.
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- E. Nicole and R. Yvonne, WO 2004103977(2004).
- C. Zdenko and S. Damjan, WO 2012013325(2012).
- F.H. Allen, O. Kennard, D.G. Watson, L. Brammer, A.G. Orpen and R. Taylor, J. Chem. Soc., Perkin Trans. 2, S1 (1987); doi:10.1039/p298700000s1.
- Enraf-Nonius, CAD-4 Software. Enraf-Nonius, Delft, The Netherlands (1985).
- J. Folkman, Sci. Am., 275, 150 (1996); doi:10.1038/scientificamerican0996-150.
- K. Harms and S. Wocadlo, XCAD4. University of Marburg, Germany (1995).
- A.C.T. North, D.C. Phillips and F.S. Mathews, Acta Crystallogr. A, 24, 351 (1968); doi:10.1107/S0567739468000707.
- G.M. Sheldrick, Acta Crystallogr. A, 64, 112 (2008); doi:10.1107/S0108767307043930.
References
E. Nicole and R. Yvonne, WO 2004103977(2004).
C. Zdenko and S. Damjan, WO 2012013325(2012).
F.H. Allen, O. Kennard, D.G. Watson, L. Brammer, A.G. Orpen and R. Taylor, J. Chem. Soc., Perkin Trans. 2, S1 (1987); doi:10.1039/p298700000s1.
Enraf-Nonius, CAD-4 Software. Enraf-Nonius, Delft, The Netherlands (1985).
J. Folkman, Sci. Am., 275, 150 (1996); doi:10.1038/scientificamerican0996-150.
K. Harms and S. Wocadlo, XCAD4. University of Marburg, Germany (1995).
A.C.T. North, D.C. Phillips and F.S. Mathews, Acta Crystallogr. A, 24, 351 (1968); doi:10.1107/S0567739468000707.
G.M. Sheldrick, Acta Crystallogr. A, 64, 112 (2008); doi:10.1107/S0108767307043930.