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

Vasudevan, N. ; Sharma, Mrityunjay K. ; Reddy, D. Srinivasa ; Kulkarni, Amol A. (2018) A multi-step continuous flow synthesis of the cystic fibrosis medicine ivacaftor Reaction Chemistry & Engineering, 3 (4). pp. 520-526. ISSN 2058-9883

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Official URL: http://doi.org/10.1039/C8RE00025E

Related URL: http://dx.doi.org/10.1039/C8RE00025E

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.

Item Type:Article
Source:Copyright of this article belongs to Royal Society of Chemistry
ID Code:121859
Deposited On:22 Jul 2021 15:03
Last Modified:22 Jul 2021 15:03

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