Synthesis of Pyrido[2,3- d ]pyrimidin-4(3 H )-ones via SNAr/Tandem Cyclization

A new method has been developed for constructing the pyrido[2,3-d]pyrimidin-4(3H)-one scaffold under metal- and ligand-free conditions. In this strategy, 2-bromo-N-phenylnicotinamide is activated by the synergistic electron-withdrawing effects of the pyridine ring and the amide group, enabling tandem nucleophilic aromatic substitution (SNAr)/cyclization with cyanamide or formamide under simple conditions. Control experiments and density functional theory (DFT) calculations support an SNAr/cyclization mechanism. Preliminary photophysical studies show that the products exhibit blue emission, suggesting potential applications in materials science. Additionally, molecular docking studies indicate that the synthesized scaffold may have relevance to medicinal chemistry, providing a foundation for future biological evaluations.

Authors

Institutions

Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-10-13
DOI
https://doi.org/10.1021/acs.joc.6c01296
Primary Topic
Synthesis of heterocyclic compounds
Type
article
Field-Weighted Citation Impact
0.00

Funders

Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Synthesis of Pyrido[2,3- d ]pyrimidin-4(3 H )-ones via SNAr/Tandem Cyclization

Jinhui Yang, Yu He, Lei Hua, Wenquan Wang et al.
The Journal of Organic Chemistry
Synthesis of heterocyclic compounds
article

Synthesis of Pyrido[2,3- d ]pyrimidin-4(3 H )-ones via SNAr/Tandem Cyclization

Jinhui Yang, Yu He, Lei Hua, Wenquan Wang, Pengbo Zhu, Shanliang Ge, Longyu Li, Yaxing Guo, Hui Luo, Li Li
article en

Abstract

A new method has been developed for constructing the pyrido[2,3-d]pyrimidin-4(3H)-one scaffold under metal- and ligand-free conditions. In this strategy, 2-bromo-N-phenylnicotinamide is activated by the synergistic electron-withdrawing effects of the pyridine ring and the amide group, enabling tandem nucleophilic aromatic substitution (SNAr)/cyclization with cyanamide or formamide under simple conditions. Control experiments and density functional theory (DFT) calculations support an SNAr/cyclization mechanism. Preliminary photophysical studies show that the products exhibit blue emission, suggesting potential applications in materials science. Additionally, molecular docking studies indicate that the synthesized scaffold may have relevance to medicinal chemistry, providing a foundation for future biological evaluations.

The Journal of Organic Chemistry
Ningxia University (CN)
National Natural Science Foundation of China, Chinese Academy of Engineering
Openalex Percentile: Top 25%
Synthesis of heterocyclic compounds
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.