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Improved Continuous Flow Processing: Benzimidazole Ring Formation via Catalytic Hydrogenation of an Aromatic Nitro Compound

By Chen, Jian; Przyuski, Katrin; Roemmele, Renee; Bakale, Roger P.

Published on

Abstract

In the development of a new route to bendamustine hydrochloride, the API in Treanda, the key benzimidazole intermediate 5 was generated via catalytic heterogeneous hydrogenation of an aromatic nitro compound using a batch reactor. Because of safety concerns and a site limitation on hydrogenation at scale, a continuous flow hydrogenation for the reaction was investigated at lab scale using the commercially available H-Cube. The process was then scaled successfully, generating kilogram quantities on the H-Cube Midi. This flow process eliminated the safety concerns about the use of hydrogen gas and pyrophoric catalysts and also showed 1200-fold increase in space–time yield versus the batch processing.

Journal

Organic Process Research & Development. Volume 18, 2014, 1427–1433

DOI

10.1021/op400179f

Type of publication

Peer-reviewed journal

Affiliations

  • Teva Pharmaceuticals

Article Classification

Research Article

Classification Areas

  • Intermediate
  • API

Tags