1015241-96-9

Basic information

• Product Name: 1-(5-Bromopyrimidin-2-yl)azepane
• Synonyms: 1-(5-Bromopyrimidin-2-yl)azepane
• CAS NO: 1015241-96-9
• Molecular Formula: C₁₀H₁₄BrN₃
• Molecular Weight: 256.14226
• Mol File: 1015241-96-9.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(5-Bromopyrimidin-2-yl)azepane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(5-Bromopyrimidin-2-yl)azepane(1015241-96-9)
• EPA Substance Registry System: 1-(5-Bromopyrimidin-2-yl)azepane(1015241-96-9)

Safety Data

• Hazardous Substances Data: 1015241-96-9(Hazardous Substances Data)

Usage

General Description

1-(5-Bromopyrimidin-2-yl)azepane is a chemical compound with the molecular formula C10H16BrN3. It is a heterocyclic compound that contains a pyrimidine ring and an azepane ring. 1-(5-Bromopyrimidin-2-yl)azepane is commonly used in pharmaceutical research and drug development due to its potential biological activities. It can act as a building block in the synthesis of various bioactive molecules and pharmaceutical drugs. Additionally, 1-(5-Bromopyrimidin-2-yl)azepane may exhibit interesting pharmacological properties, making it a valuable molecule for medicinal chemistry and drug discovery. Its synthesis and characterization are important for further investigation of its potential applications in the field of pharmaceuticals.

Upstream product

• 111-49-9 hexamethylene imine 
• 32779-36-5 5-Bromo-2-chloropyrimidine 

Downstream Products

• 1015242-05-3 (2-(azepan-1-yl)pyrimidin-5-yl)boronic acid pinacol ester 

Relevant articles and documents

Nickel-Catalyzed Reversible Functional Group Metathesis between Aryl Nitriles and Aryl Thioethers

We describe a new functional group metathesis between aryl nitriles and aryl thioethers. The catalytic system nickel/dcype is essential to achieve this fully reversible transformation in good to excellent yields. Furthermore, the cyanide- and thiol-free reaction shows high functional group tolerance and great efficiency for the late-stage derivatization of commercial molecules. Finally, synthetic applications demonstrate its versatility and utility in multistep synthesis.

Ni-Catalyzed Reductive Cyanation of Aryl Halides and Phenol Derivatives via Transnitrilation

Herein, we report a Ni-catalyzed reductive coupling for the synthesis of benzonitriles from aryl (pseudo)halides and an electrophilic cyanating reagent, 2-methyl-2-phenyl malononitrile (MPMN). MPMN is a bench-stable, carbon-bound electrophilic CN reagent that does not release cyanide under the reaction conditions. A variety of medicinally relevant benzonitriles can be made in good yields. Addition of NaBr to the reaction mixture allows for the use of more challenging aryl electrophiles such as aryl chlorides, tosylates, and triflates. Mechanistic investigations suggest that NaBr plays a role in facilitating oxidative addition with these substrates.

A Dual Palladium and Copper Hydride Catalyzed Approach for Alkyl–Aryl Cross-Coupling of Aryl Halides and Olefins

We report an efficient means of sp2–sp3 cross coupling for a variety of terminal monosubstituted olefins with aryl electrophiles using Pd and CuH catalysis. In addition to its applicability to a range of aryl bromide substrates, this process was also suitable for electron-deficient aryl chlorides, furnishing higher yields than the corresponding aryl bromides in these cases. The optimized protocol does not require the use of a glovebox and employs air-stable Cu and Pd complexes as precatalysts. A reaction on 10 mmol scale further highlighted the practical utility of this protocol. Employing a similar protocol, a series of cyclic alkenes were also examined. Cyclopentene was shown to undergo efficient coupling under these conditions. Lastly, deuterium-labeling studies indicate that deuterium scrambling does not take place in this sp2-sp3 cross coupling, implying that β-hydride elimination is not a significant process in this transformation.