Impurities of tazarotene: isolation and structural characterisation |
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| Authors: | Brenna Elisabetta Frigoli Samuele Fronza Giovanni Fuganti Claudio Serra Stefano |
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| Affiliation: | Dipartimento di Chimica, Materiali ed Ingegneria Chimica del Politecnico, Istituto CNR per la Chimica del Riconoscimento Molecolare, Politecnico di Milano, Via Mancinelli 7, I-20131 Milano, Italy. elisabetta.brenna@polimi.it |
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| Abstract: | Two impurities showing structures 5 and 6 were isolated and characterised by means of NMR analysis, during the optimisation of a synthetic procedure to tazarotene. Impurity 5, i.e. ethyl 6-((4,4-dimethyl-4H-thiochromen-6-yl)ethynyl)nicotinate, was a by-product of the reduction of the intermediate sulfoxide 7 with PCl(3). Impurity 6, i.e. 1,4-bis(4,4-dimethylthiochroman-6-yl)buta-1,3-diyne, was due to a side reaction of the Sonogashira coupling. |
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| Keywords: | Tazarotene Impurity Isolation Structural characterisation |
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