On May 15, 2020, Hardouin, Christophe; Baillard, Sandrine; Bariere, Francois; Craquelin, Anthony; Grandjean, Mathieu; Janvier, Solenn; Le Roux, Stephane; Penloup, Christine; Russo, Olivier published an article.Quality Control of 3-Nitro-4-chlorobenzenesulfonamide The title of the article was Multikilogram Synthesis of a Potent Dual Bcl-2/Bcl-xL Antagonist. 2. Manufacture of the 1,3-Diamine Moiety and Improvement of the Final Coupling Reaction. And the article contained the following:
This paper describes the synthesis of kilogram quantities of the sulfonamide moiety I involved in a coupling reaction with acid moiety II to provide batches of drug candidate III for preclin. studies and first-in-human clin. trials. A first approach relying on a chiral separation furnished the desired enantiomer of 1,3-diamine IV, precursor of sulfonamide I. An enantiomeric synthesis of IV using the Ellman’s chiral auxiliary coupled with an aza-Reformatsky reaction to control the stereochem. is also discussed. Coupling conditions of the final step involving EDCI to provide III under a cGMP process are detailed. An alternative approach using N-(1-methanesulfonyl)benzotriazole is also presented. The experimental process involved the reaction of 3-Nitro-4-chlorobenzenesulfonamide(cas: 97-09-6).Quality Control of 3-Nitro-4-chlorobenzenesulfonamide
The Article related to acylsulfonamide diamine telescoped process aza reformatsky coupling chemoselective amination, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.Quality Control of 3-Nitro-4-chlorobenzenesulfonamide
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics