Synthesis of Azidoanilines by the Buchwald-Hartwig Amination was written by Sakata, Yuki;Yoshida, Suguru;Hosoya, Takamitsu. And the article was included in Journal of Organic Chemistry in 2021.Application of 105628-07-7 This article mentions the following:
A Buchwald-Hartwig amination compatible with azido functionality have been reported. Treatment of azidoaryl iodides RI (R = 4-azidophenyl, 4-azido-3,5-difluorophenyl, 3-azido-5-(azidomethyl)phenyl, etc.) and amines such as 4-[(tert-butoxy)carbonyl]piperazin-1-yl, fasudil, leelamine, etc. with fourth-generation Buchwald precatalyst coordinated by CPhos and sodium tert-butoxide in 1,4-dioxane at 50°C afforded the corresponding azidoanilines e.g., tert-Bu 4-(3-azidophenyl)piperazine-1-carboxylate while leaving the azido groups intact. The method showed a broad substrate scope and was applicable to the synthesis of diazido compounds e.g., tert-Bu 4-(3-azidophenyl)piperazine-1-carboxylate as photoaffinity probe candidates of pharmaceutical amines and multiazido platform mols. In the experiment, the researchers used many compounds, for example, 5-((1,4-Diazepan-1-yl)sulfonyl)isoquinoline hydrochloride (cas: 105628-07-7Application of 105628-07-7).
5-((1,4-Diazepan-1-yl)sulfonyl)isoquinoline hydrochloride (cas: 105628-07-7) belongs to isoquinoline derivatives. Being an analog of pyridine, isoquinoline is a weak base, with a pKa of 5.14. The Pomeranz–Fritsch reaction provides a method for the preparation of isoquinoline. This reaction uses a benzaldehyde and aminoacetoaldehyde diethyl acetal, which in an acid medium react to form isoquinoline.Application of 105628-07-7
Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem