Issue 10, 2021

Development of a continuous flow synthesis of FGIN-1-27 enabled by in-line 19F NMR analyses and optimization algorithms

Abstract

A straightforward continuous flow synthesis of FGIN-1-27, a compound with potent anxiolytic effects, is described from inexpensive and commercially available starting materials. The four-step synthesis includes the direct C–H arylation of an indole with an arenediazonium salt. The continuous flow route was developed thanks to the use of enabling technologies such as real-time in-line benchtop 19F NMR analysis and an optimization algorithm assisting the decision-making process. These enabling technologies increase the process safety and minimize the number of experiments required in optimization campaigns.

Graphical abstract: Development of a continuous flow synthesis of FGIN-1-27 enabled by in-line 19F NMR analyses and optimization algorithms

Supplementary files

Article information

Article type
Paper
Submitted
04 Jūn. 2021
Accepted
13 Jūl. 2021
First published
15 Jūl. 2021

React. Chem. Eng., 2021,6, 1983-1992

Development of a continuous flow synthesis of FGIN-1-27 enabled by in-line 19F NMR analyses and optimization algorithms

N. Vasudevan, E. C. Aka, E. Barré, E. Wimmer, D. Cortés-Borda, P. Giraudeau, J. Farjon, M. Rodriguez-Zubiri and F. Felpin, React. Chem. Eng., 2021, 6, 1983 DOI: 10.1039/D1RE00220A

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