An Expedient Approach for the Synthesis of TAM and MET Receptor Kinase Inhibitor’s Core (<i>R</i>)-2-((4-(4-Amino-2-fluorophenoxy)-1-(4-methoxybenzyl)-1<i>H</i>-pyrazolo[3,4-<i>b</i>]pyridin-3-yl)amino)propan-1-ol

A scalable synthetic route to the kinase inhibitor's core (R)-2-((4-(4-amino-2-fluorophenoxy)-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)amino)propan-1-ol targeting TAM and MET kinases is presented. A selective nucleophilic aromatic substitution (SNAr) reaction was developed as the key transformation along with a Cu-catalyzed C–N coupling reaction. This route comprises fewer steps (four steps) compared to the six-step sequence previously reported in the literature, delivering significantly improved overall yield.

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Publication Details

Journal
Organic Process Research & Development
Published
2025-08-04
DOI
https://doi.org/10.1021/acs.oprd.5c00219
Citations
1
Primary Topic
Phagocytosis and Immune Regulation
Type
article
Field-Weighted Citation Impact
0.80
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article

An Expedient Approach for the Synthesis of TAM and MET Receptor Kinase Inhibitor’s Core (R)-2-((4-(4-Amino-2-fluorophenoxy)-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)amino)propan-1-ol

Bairong Liu, Xianfang Zhu, Biao Li, Shovan Mondal et al.
1 citations
Organic Process Research & Development
Phagocytosis and Immune Regulation
0.80
article

An Expedient Approach for the Synthesis of TAM and MET Receptor Kinase Inhibitor’s Core (R)-2-((4-(4-Amino-2-fluorophenoxy)-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)amino)propan-1-ol

Bairong Liu, Xianfang Zhu, Biao Li, Shovan Mondal, Sudarshan Debnath
article en
1 citations

Abstract

A scalable synthetic route to the kinase inhibitor's core (R)-2-((4-(4-amino-2-fluorophenoxy)-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)amino)propan-1-ol targeting TAM and MET kinases is presented. A selective nucleophilic aromatic substitution (SNAr) reaction was developed as the key transformation along with a Cu-catalyzed C–N coupling reaction. This route comprises fewer steps (four steps) compared to the six-step sequence previously reported in the literature, delivering significantly improved overall yield.

Organic Process Research & DevelopmentVol. 29(8)
Nanjing Jiangning Hospital (CN)
Openalex Percentile: Top 25%
Phagocytosis and Immune Regulation
0.80
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An Expedient Approach for the Synthesis of TAM and MET Receptor Kinase Inhibitor’s Core (<i>R</i>)-2-((4-(4-Amino-2-fluorophenoxy)-1-(4-methoxybenzyl)-1<i>H</i>-pyrazolo[3,4-<i>b</i>]pyridin-3-yl)amino)propan-1-ol — Bairong Liu, Xianfang Zhu, et al. · Organic Process Research & Development (2025) | TGRS Research Map | TGRS