Optimisation by Design of Experiment of Benzimidazol-2-One Synthesis Under Flow Conditions

Overview

Journal Molecules

Publisher MDPI

Specialty Biology

Date 2019 Jul 7

PMID 31277341

Citations 1

Authors

Serena Mostarda

Tugce Gur Maz

Alessandro Piccinno

Bruno Cerra

Erden Banoglu

Affiliations

Soon will be listed here.

Abstract

A novel flow-based approach for the preparation of benzimidazol-2-one () scaffold by the 1,1'-carbonyldiimidazole (CDI)-promoted cyclocarbonylation of -phenylenediamine () is reported. Starting from a preliminary batch screening, the model reaction was successfully translated under flow conditions and optimised by means of design of experiment (DoE). The method allowed the efficient preparation of this privileged scaffold and to set up a general protocol for the multigram-scale preparation in high yield, purity, and productivity, and was successfully applied for the multigram flow synthesis of -(2-chlorobenzyl)-5-cyano-benzimidazol-2-one, which is a key synthon for hit-to-lead explorations in our anti-inflammatory drug discovery program.

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