Work

Synthesis of New [1,3]Selenazolo[5,4‐d]Pyrimidine Derivatives as Purine‐Like Selenium‐Containing Heterocycles

Year: 2025

Type: article

Abstract: ABSTRACT In the research, we presented a method for synthesizing selenium‐containing heterocyclic compounds. One of the key structures in this project is the derivative of 7‐methyl‐2‐(alkylthio)‐5‐(amino‐1‐yl)‐[1,3]selenazolo[5,4‐d]pyrimidine (3a‐i). These are synthesized in one step using the treatment of precursor 2,4‐dichloro‐6‐methylpyrimidin‐5‐amine (1) with selenium and sodium borohydride in ethanol to obtain the compound, which subsequently reacts with carbon disulfide in pyridine to form 5‐chloro‐7‐methyl‐[1,3]selenazolo[5,4‐d]pyrimidine‐2(1H)‐thione (2). This is then treated with various alkyl halides under reflux conditions in ethanol to yield various derivatives (3a‐i). A mixture of 5‐chloro‐7‐methyl‐2‐(alkylthio)‐[1,3]selenazolo[5,4‐d]pyrimidine (3a‐i) and various primary and secondary amines is refluxed in ethanol to prepare the corresponding nucleophilic substituted products, 2‐(alkylsulfanyl)‐7‐methyl‐5‐(morpholin‐4‐yl)‐[1,3]selenazolo[5,4‐d]pyrimidines (4a‐i) in good yields.

Source: Journal of Heterocyclic Chemistry

DOI: 10.1002/jhet.70033

Authors: Effat Vatankhah, Hossein Eshghi, Ali Shiri

Institution: Ferdowsi University of Mashhad

Language: English

Topic: Organoselenium and organotellurium chemistry

Subfield: Toxicology

Field: Pharmacology, Toxicology and Pharmaceutics

Domain: Life Sciences

Open Access status: bronze

Funder: Ferdowsi University of Mashhad

Award: G5414628822