Micelle Enabled Buchwald‐Hartwig Amination in Water with the Bening by Design Surfactant TPGS‐750‐M for the Synthesis of the JAK Inhibitor 4‐((2‐Chlorophenyl)amino)‐6‐((6‐methylpyridin‐2‐yl)amino)nicotinamide
Abstract An efficient and scalable Buchwald‐Hartwig amination towards the synthesis of the API candidate 4‐((2‐Chlorophenyl)amino)‐6‐((6‐methylpyridin‐2‐yl)amino)nicotinamide as a JAK inhibitor was described. The process was developed using water and a water‐miscible co‐solvent. It was facilitated by the benign by design surfactant TPGS‐750‐M, that promoted the robust and reliable preparation of our target compound in high yields, with improved reaction profile and via an operationally simple protocol.
Authors
- Dominik Rufle
- Fabrice Gallou (ORCID: https://orcid.org/0000-0001-8996-6079)
- Hao Jiang (ORCID: https://orcid.org/0000-0002-9641-1634)
- Michaël Parmentier (ORCID: https://orcid.org/0000-0002-1732-9641)
- Bin Wu (ORCID: https://orcid.org/0000-0002-9761-2139)
- Min Shi (ORCID: https://orcid.org/0000-0003-0016-5211)
- Liping Wang (ORCID: https://orcid.org/0000-0002-3750-8946)
Institutions
- Novartis (Switzerland) (CH)
- Novartis (China) (CN)
Publication Details
- Journal
- Helvetica Chimica Acta
- Published
- 2024-08-11
- DOI
- https://doi.org/10.1002/hlca.202400094
- Primary Topic
- Synthesis and Biological Evaluation
- Type
- article
- Field-Weighted Citation Impact
- 0.00