Mu, Shuai; Niu, Duan; Liu, Ying; Zhang, Dashuai; Liu, Dengke; Liu, Changxiao published an article in 2015, the title of the article was An Improved, Scalable and Impurity-Free Process for Lixivaptan.Synthetic Route of 99-60-5 And the article contains the following content:
An optimized synthetic method in high efficiency has been developed for the synthesis of lixivaptan from 2-nitrobenzyl bromide and pyrrole-2-carboxaldehyde. The byproducts among this procedure and an unknown impurity in crude product were investigated. The byproducts were speculated by 1H NMR or MS. The unknown impurity was characterized by 1H NMR, 13C NMR, and HRMS, confirming the structures as N-[3-chloro-4-(5H-pyrrolo[2,1-c][1,4]benzodiazepine-10(11H)-ylcarbonyl)phenyl]-N-(5-fluoro-2-methylbenzoyl)-5-fluoro-2-methylbenzamide. Afterwards, the impurity was synthesized to make comparisons. The target product lixivaptan was obtained with 47.6% overall yield and 99.93% purity. This cost-effective and environmentally friendly process is suitable for scale-up production The experimental process involved the reaction of 2-Chloro-4-nitrobenzoic acid(cas: 99-60-5).Synthetic Route of 99-60-5
The Article related to lixivaptan improved scalable impurity free synthesis, Heterocyclic Compounds (More Than One Hetero Atom): Diazepines and other aspects.Synthetic Route of 99-60-5
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics