Alternative Synthesis of 5‐(1<i>H</i>‐Pyrazol‐4‐yl)‐2‐{6‐[(2,2,6,6‐tetramethylpiperidin‐4‐yl)oxy]pyridazin‐3‐yl}phenol-Reference-Cited by-同舟云学术

Alternative Synthesis of 5‐(1H‐Pyrazol‐4‐yl)‐2‐{6‐[(2,2,6,6‐tetramethylpiperidin‐4‐yl)oxy]pyridazin‐3‐yl}phenol

Published:2023-02-13 Issue:3 Volume:106 Page:
ISSN:0018-019X
Container-title:Helvetica Chimica Acta
language:en
Short-container-title:Helvetica Chimica Acta

Author:

Zhou Jianguang¹,Gu Xingxian¹,Yao Shuping¹,Ye Jiong¹,Fu Peng¹,Liu Siqian¹,Dedic Darija²,Gallou Fabrice²^ORCID

Affiliation:

1. Suzhou Novartis Technical Development 18-1 Tonglian Road, Riverside Industrial Park, Changshu Economic Development Zone Changshu Jiangsu Province 215537 P. R. China

2. Novartis Pharma AG Novartis Campus CH-4056 Basel Switzerland

Abstract

AbstractA scalable and environmentally benign route to the free base of branaplam, a small molecule splicing modulator, was identified and developed. This alternative approach circumvented the inherent risk of dioxin formation associated with ortho‐halo phenol derivatives present in the previous route. A Friedel–Crafts approach provided a reliable access to the key intermediate, subsequently followed by a Suzuki–Miyaura cross‐coupling. Multiple process aspects of the synthetic approach were evaluated, and a robust process for its large‐scale synthesis was developed and successfully demonstrated.

Publisher

Wiley

Subject

Inorganic Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Drug Discovery,Biochemistry,Catalysis

Link

https://onlinelibrary.wiley.com/doi/pdf/10.1002/hlca.202200186

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