61830-11-3

Usage

Uses

Used in Organic Synthesis:
2-Cyano-3-bromoquinoline is used as a building block for the development of new organic compounds, contributing to the creation of a diverse range of chemical structures.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2-Cyano-3-bromoquinoline is used as a key intermediate in the production of heterocyclic compounds, which are essential for the development of biologically active molecules and potential drug candidates.
Used in Drug Development:
2-Cyano-3-bromoquinoline plays a crucial role in drug development, serving as a component in the synthesis of new drugs with potential therapeutic applications in medicine.

InChI:InChI=1/C10H5BrN2/c11-8-5-7-3-1-2-4-9(7)13-10(8)6-12/h1-5H

Upstream product

• 143-33-9 sodium cyanide 
• 22615-00-5 3-bromoquinoline N-oxide 
• 7677-24-9 trimethylsilyl cyanide 
• 5332-24-1 3-bromoquinoline 

Relevant academic research and scientific papers

Regioselective Cyanation of Six-Membered N-Heteroaromatic Compounds Under Metal-, Activator-, Base- and Solvent-Free Conditions

A regioselective cyanation of heteroaromatic N-oxides with trimethylsilyl cyanide has been developed to obtain 2-substituted N-heteroaromatic nitrile without the requirement of any external activator-, metal-, base-, and solvent. The present protocol is a straightforward, one-pot heteroaromatic C?H cyanation process, and proceeds smoothly in conventional heating but also under microwave irradiation with shorter reaction times. This approach now allows access to a broad class of quinoline N-oxides and other heteroarene N-oxides with high to good yields and can also be scaled up to obtain gram quantities. Further application of this process was observed and utilized in late-stage cyanation of the anti-malarial drug quinine as well as transformation of the 2-cyanoazines to a series of biologically important molecules. Based on the experimental observations, a plausible mechanism has also been proposed highlighting the dual role of trimethylsilyl cyanide as a nitrile source and as an activating agent. (Figure presented.).

Synthesis method of 2-cyanoquinoline derivative

The invention discloses a synthesis method of a 2-cyanoquinoline derivative, and belongs to the technical field of synthesis methods of chinoline and derivatives thereof. The synthesis method includes: adopting a compound represented as in formula (I) and trimethylsilyl cyanide as raw materials, dissolving the raw materials in an organic solvent, catalyzing with H-diethyl phosphite and carbon tetrachloride, and adopting alkali as a deacid reagent to prepare a compound represented as in formula (II). The synthesis method of the 2-cyanoquinoline derivative has the advantages that the adopted catalysts are low in cost and easy to obtain, the raw materials are easy to store, reaction conditions are mild, experimental operations are simple, the obtained 2-cyanoquinoline derivative products are easy to purify, high yield and applicability to industrial production are realized, and a novel synthesis method for preparing the 2-cyanoquinoline derivative is provided.

QUINOXALINES USEFUL AS INHIBITORS OF PROTEIN KINASES

The present invention relates to compounds useful as inhibitors of protein kinases. The invention also provides pharmaceutically acceptable compositions comprising said compounds and methods of using the compositions in the treatment of various disease, c