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Sci. Pharm. 2015, 83(3), 445-452; doi:10.3797/scipharm.1501-13

Synthesis of Isomeric and Potent Impurities of the Triazole-Based Antifungal Drug Voriconazole

1
Chemical Research and Development, APL Research Centre-II, Aurobindo Pharma Ltd., Survey No. 71 & 72, Indrakaran (V), Medak Dist.-502329, Andhra Pradesh, India
2
Department of Engineering chemistry, Andhra University College of Engineering (A), Andhra University, Visakhapatnam-530003, Andhra Pradesh, India
*
Author to whom correspondence should be addressed.
Received: 25 January 2015 / Accepted: 6 March 2015 / Published: 6 March 2015
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Abstract

We describe the synthesis of two positional isomers and a desfluoro impurity of Voriconazole starting with Friedel–Crafts acylation of mono- and difluoro-benzene. These isomers are the crucial components in determining the quality of Voriconazole during its manufacturing from the key raw material, 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethan-1-one. All the prepared impurities were characterized by IR, 1H-NMR, 13C-NMR, and mass spectral data.
Keywords: Voriconazole; Impurity synthesis; Positional isomers; Chloroacetyl chloride Voriconazole; Impurity synthesis; Positional isomers; Chloroacetyl chloride
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

SUNDARAM, D.T.S.S.; MITRA, J.; ISLAM, A.; PRABAHAR, K.J.; VENKATESWARA RAO, B.; PAUL DOUGLAS, S. Synthesis of Isomeric and Potent Impurities of the Triazole-Based Antifungal Drug Voriconazole. Sci. Pharm. 2015, 83, 445-452.

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