379230-38-3

Basic information

• Product Name: 7-Fluoro-N-(5-chloro-1,3-benzodioxol-4-yl)-5-(tetrahydro-2H-pyran-4-yloxy)quinazolin-4-amine
• Synonyms: 4-(6-Chloro-2,3-methylenedioxyanilino)-7-fluoro-5-tetrahydropyran-4-yloxyquinazoline;4-[[6-Chloro-2,3-methylenedioxyphenyl]amino]-7-fluoro-5-[[tetrahydropyran-4-yl]oxy]quinazoline;7-Fluoro-N-(5-chloro-1,3-benzodioxol-4-yl)-5-(tetrahydro-2H-pyran-4-yloxy)quinazolin-4-amine;N-(5-Chlorobenzo[d][1,3]dioxol-4-yl)-7-fluoro-5-((tetrahydro-2H-pyran-4-yl)oxy)quinazolin-4-amine;N-(5-Chlorobenzo[d][1,3]dioxol-4-yl)-7-fluoro-5-((tetrahydro-2H-pyran-4-yl)oxy)quinazolin-4-am
• CAS NO: 379230-38-3
• Molecular Formula: C20H17ClFN3O4
• Molecular Weight: 417.8180832
• Mol File: 379230-38-3.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Density: 1.487
• CAS DataBase Reference: 7-Fluoro-N-(5-chloro-1,3-benzodioxol-4-yl)-5-(tetrahydro-2H-pyran-4-yloxy)quinazolin-4-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Fluoro-N-(5-chloro-1,3-benzodioxol-4-yl)-5-(tetrahydro-2H-pyran-4-yloxy)quinazolin-4-amine(379230-38-3)
• EPA Substance Registry System: 7-Fluoro-N-(5-chloro-1,3-benzodioxol-4-yl)-5-(tetrahydro-2H-pyran-4-yloxy)quinazolin-4-amine(379230-38-3)

Safety Data

• Hazardous Substances Data: 379230-38-3(Hazardous Substances Data)

Usage

General Description

7-Fluoro-N-(5-chloro-1,3-benzodioxol-4-yl)-5-(tetrahydro-2H-pyran-4-yloxy)quinazolin-4-amine is a complex chemical compound with a molecular formula C23H20ClFN4O4. It is a quinazoline derivative with a fluorine atom and a chloro-benzodioxole group attached to the nitrogen-containing quinazolin-4-amine core. It also contains a tetrahydro-2H-pyran-4-yloxy moiety. 7-Fluoro-N-(5-chloro-1,3-benzodioxol-4-yl)-5-(tetrahydro-2H-pyran-4-yloxy)quinazolin-4-amine is potentially significant in medicinal chemistry as it may have pharmacological properties due to its structural features, such as its potential as an anti-cancer agent or antiviral activity. Analyzing this compound and its derivatives could lead to the development of novel pharmaceuticals with diverse applications in the field of medicine.

Upstream product

• 791602-75-0 4-chloro-5,7-difluoroquinazoline 
• 2081-44-9 Tetrahydro-pyran-4-ol 
• 893428-69-8 4-(6-chloro-2,3-methylenedioxyanilino)-5,7-difluoroquinazoline 
• 379228-45-2 5-chlorobenzo[d][1,3]dioxolcyclopenten-4-amine 
• 379228-58-7 5,7-difluoroquinazolin-4(3H)-one 
• 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 

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 articles and documents

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%.

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