379230-38-3

Usage

Uses

Used in Pharmaceutical Industry:
7-Fluoro-N-(5-chloro-1,3-benzodioxol-4-yl)-5-(tetrahydro-2H-pyran-4-yloxy)quinazolin-4-amine is used as a potential anti-cancer agent for its possible ability to target and inhibit the growth of cancer cells. Its unique structural elements, including the fluorine atom and chloro-benzodioxole group, may contribute to its effectiveness in combating cancer.
Additionally, it is used as a potential antiviral agent due to its capacity to interfere with viral replication or inhibit viral enzymes, thereby helping to control or prevent the spread of viral infections.
7-Fluoro-N-(5-chloro-1,3-benzodioxol-4-yl)-5-(tetrahydro-2H-pyran-4-yloxy)quinazolin-4-amine's potential applications in medicine are broad, and further research could lead to its use in various therapeutic areas, including but not limited to oncology and virology, based on its demonstrated or hypothesized pharmacological properties.

Upstream product

• 2081-44-9 Tetrahydro-pyran-4-ol 
• 893428-68-7 5,7-difluoro-N-(5-chloro-1,3-benzodioxol-4-yl)quinazolin-4-amine hydrochloride 
• 379228-55-4 4-chloro-7-fluoro-5-tetrahydropyran-4-yloxyquinazoline 
• 379228-45-2 5-chlorobenzo[d][1,3]dioxolcyclopenten-4-amine 
• 379228-58-7 5,7-difluoroquinazolin-4(3H)-one 
• 893428-69-8 4-(6-chloro-2,3-methylenedioxyanilino)-5,7-difluoroquinazoline 
• 791602-75-0 4-chloro-5,7-difluoroquinazoline 

Downstream Products

• 893428-72-3 N-(5-chlorobenzo[d][1,3]dioxol-4-yl)-7-(2-(4-methylpiperazin-1-yl)ethoxy)-5-(tetrahydro-2H-pyran-4-yloxy)quinazolin-4-amine difumarate 
• 893428-67-6 C₂₀H₂₈N₄O₄ 

Relevant academic research and scientific papers

Development of an efficient and practical route for the multikilogram manufacture of the SRC kinase inhibitor AZD0530

In a previous publication (Org. Process Res. Dev. 2010, 14, DOI:10.1021/op100161y) we described the process research and development of a manufacturing route for the potent SRC kinase inhibitor AZD0530. While the route was successfully used to manufacture 4.5 kg of AZD0530 difumarate, it was still relatively long, used two Mitsunobu couplings, and was, in our opinion, undesirable for manufacture on a larger scale. Herein we describe the research and development of a shorter, more practical synthesis of AZD0530 difumarate. The new route, which required fewer steps, scaled well to produce >80 kg of AZD0530 difumarate in an overall yield of 38%.

A simplified process for the manufacture of AZD0530, a potent SRC kinase inhibitor

An efficient process for the manufacture of AZD0530 1, a potent SRC kinase inhibitor, has been developed. The key transformation, reaction of monofluoroanilide 7 with alcohol 8, was much simplified between manufacturing campaigns. The development of a robust, efficient, and scalable process for this transformation drew on both a practical and theoretical understanding of the process and is described herein

CHEMICAL PROCESS

The present invention relates to chemical processes useful in the manufacture of the compound 4-(6-chloro-2,3-methylenedioxyanilino)-7-[2-(4-methylpiperazin-1-yl)ethoxy]- 5-tetrahydropyran-4-yloxyquinazoline (the active entity within AZD0530), to intermed