Pilot-Scale Operation and Characterization of an Organolithium-Mediated Coupling Reaction in Flow to Form a Ketone Intermediate on the Route to Nemtabrutinib-Reference-Cited by-同舟云学术

Pilot-Scale Operation and Characterization of an Organolithium-Mediated Coupling Reaction in Flow to Form a Ketone Intermediate on the Route to Nemtabrutinib

Published:2024-05-09 Issue:5 Volume:28 Page:1411-1421
ISSN:1083-6160
Container-title:Organic Process Research & Development
language:en
Short-container-title:Org. Process Res. Dev.

Author:

Franklin Robert D.¹^ORCID,Armiger Travis¹^ORCID,Otte Douglas A. L.¹^ORCID,Larson Reed T.¹,Spencer Glenn¹,Patel Pratiq A.²,Paulines Mellie June³,Hall Jackson R.³,Xiao Kai-Jiong¹^ORCID,Fier Patrick S.¹^ORCID,Rodrigues Vailankanni L.¹,Guetschow Erik D.³,Kuhl Nadine¹^ORCID,Jellett Lisa²,Corry James¹,Chung Cheol K.¹^ORCID,Thaisrivongs David A.¹^ORCID

Affiliation:

1. Process Research and Development, Merck & Co., Inc., P.O. Box 2000, Rahway, New Jersey 07065, United States

2. Global Pharmaceutical Commercialization Development, Merck & Co., Inc., P.O. Box 2000, Rahway, New Jersey 07065, United States

3. Analytical Research and Development, Merck & Co., Inc., P.O. Box 2000, Rahway, New Jersey 07065, United States

Publisher

American Chemical Society (ACS)

Link

https://pubs.acs.org/doi/pdf/10.1021/acs.oprd.3c00395

Reference32 articles.

1. A Perspective on Continuous Flow Chemistry in the Pharmaceutical Industry

2. Process Development of a Triphasic Continuous Flow Suzuki–Miyaura Coupling Reaction in a Plug Flow Reactor

3. Development and Manufacture of a Curtius Rearrangement Using Continuous Flow towards the Large-Scale Manufacture of AZD7648

4. Axial Chirality in the Sotorasib Drug Substance, Part 2: Leveraging a High-Temperature Thermal Racemization to Recycle the Classical Resolution Waste Stream

5. Organolithium Bases in Flow Chemistry: A Review

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1. Development of a Green and Sustainable Manufacturing Process for a Key Intermediate to Nemtabrutinib (MK-1026): Sequential Deprotonation–Lithiation as a Batch–Flow Process;Organic Process Research & Development;2024-05-09