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Issue 4, 2018
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A multi-step continuous flow synthesis of the cystic fibrosis medicine ivacaftor

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Abstract

A continuous flow ozonolysis method combined with a multi-step flow sequence is developed for the synthesis of the drug ivacaftor for the first time. Safe ozonolysis, a continuous flow quadruple reaction to construct a quinolone scaffold, and inline extraction followed by continuous phase separation are the key features of the present work. The feasibility of using a continuous mixed flow reactor, commonly referred to as a continuous stirred tank reactor (CSTR), is also investigated for the relatively slow reaction step. The current integrated multi-step flow synthesis can produce 7.2 g of the drug ivacaftor per day on a laboratory scale, which is sufficient to treat 50 patients per day. The present route can also be used as a general route for the synthesis of other related drugs such as quinolone antibiotics.

Graphical abstract: A multi-step continuous flow synthesis of the cystic fibrosis medicine ivacaftor

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Publication details

The article was received on 19 Feb 2018, accepted on 15 May 2018 and first published on 16 May 2018


Article type: Paper
DOI: 10.1039/C8RE00025E
Citation: React. Chem. Eng., 2018,3, 520-526
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    A multi-step continuous flow synthesis of the cystic fibrosis medicine ivacaftor

    N. Vasudevan, M. K. Sharma, D. S. Reddy and A. A. Kulkarni, React. Chem. Eng., 2018, 3, 520
    DOI: 10.1039/C8RE00025E

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