The author of 《Preparation of the key dolutegravir intermediate via MgBr2-promoted cyclization》 were Kong, Jiahui; Xia, Haijian; He, Renbao; Chen, Hao; Yu, Yongping. And the article was published in Molecules in 2021. Application of 924-99-2 The author mentioned the following in the article:
A novel approach for synthesizing the key dolutegravir intermediate is described via MgBr2-promoted intramol. cyclization. Condensation of com. available Me oxalyl chloride and Et 3-(N,N-dimethylamino)acrylate afforded the vinylogous amide in an excellent yield. Subsequent substitution by aminoacetaldehyde di-Me acetal and Me bromoacetate gave rise to the expected precursor for cyclization, which was promoted by MgBr2 to highly selectively convert into pyridinone diester. The key dolutegravir intermediate was finally prepared by the selective hydrolysis of the corresponding diester via LiOH.Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2Application of 924-99-2) was used in this study.
Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2) belongs to anime. Halogenation, in which one or more hydrogen atoms of an amine is replaced by a halogen atom, occurs with chlorine, bromine, and iodine, as well as with some other reagents, notably hypochlorous acid (HClO). With primary amines the reaction proceeds in two stages, producing N-chloro- and N,N-dichloro-amines, RNHCl and RNCl2, respectively. With tertiary amines, an alkyl group may be displaced by a halogen.Application of 924-99-2
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics