76574-39-5

Usage

Uses

Used in Pharmaceutical Industry:
2-(2-bromo-6-chlorophenyl)acetonitrile serves as a crucial intermediate in the synthesis of a variety of drugs and pharmaceuticals. Its unique structure and reactivity make it a valuable component in the development of new medicinal compounds.
Used in Organic Synthesis:
As a reagent, 2-(2-bromo-6-chlorophenyl)acetonitrile is utilized in organic synthesis for the preparation of different organic compounds. Its versatility in chemical reactions contributes to the creation of a range of products in the chemical industry.
Used in Agrochemical Production:
2-(2-bromo-6-chlorophenyl)acetonitrile also finds application in the production of agrochemicals, where it may be incorporated into the formulation of pesticides or other agricultural products to enhance crop protection and yield.

Upstream product

• 75002-98-1 1-bromo-2-(bromomethyl)-3-chlorobenzene 
• 151-50-8 potassium cyanide 
• 7677-24-9 trimethylsilyl cyanide 
• 62356-27-8 2-bromo-6-chlorotoluene 

Downstream Products

• 76574-81-7 6-(2-bromo-6-chlorophenyl)-2-methylpyrido[2,3-d]-pyrimidin-7-amine 
• 1047997-40-9 C₁₂H₁₃BrClN 
• 1069115-38-3 methyl 2-(2-bromo-6-chlorophenyl)acetate 
• 1393491-87-6 1-(2-bromo-6-chlorophenyl)cyclopentanecarbonitrile 
• 1314771-96-4 2-(2-bromo-6-chlorophenyl)-2-methylpropanenitrile 
• 76574-61-3 6-(2-bromo-6-chlorophenyl)pyrido[2,3-d]pyrimidin-7-amine 

Relevant academic research and scientific papers

Copper-catalyzed domino coupling reaction: An efficient method to synthesize oxindoles

An efficient and novel procedure for a copper catalyzed domino coupling reaction has been developed, which afforded various oxindoles in good to excellent yields with tolerance of various substituents. In addition, this method could be applied to synthesize horsfiline and coerulescine in few steps with high total yields. The Royal Society of Chemistry 2012.

Synthesis of benzocyclobutenes by palladium-catalyzed C-H activation of methyl groups: Method and mechanistic study

An efficient catalytic system has been developed for the synthesis of benzocyclobutenes by C-H activation of methyl groups. The optimal conditions employed a combination of Pd(OAc)2 and PtBu3 as catalyst, K2CO3 as the base, and DMF as solvent. A variety of substituted BCB were obtained under these conditions with yields in the 44-92% range, including molecules that are hardly accessible by other methods. The reaction was found limited to substrates bearing a quaternary benzylic carbon, but benzocyclobutenes bearing a tertiary benzylic carbon could be obtained indirectly from diesters by decarboxylation. Reaction substrates bearing a small substituent para to bromine gave an unexpected regioisomer that likely arose from a 1,4-palladium migration process. The formation of this "abnormal" regioisomer could be suppressed by introducing a larger subsituent para to bromine. DFT(B3PW91) calculations on the reaction of 2-bromo-tert-butylbenzene with Pd(PtBu3) with different bases (acetate, bicarbonate, carbonate) showed the critical influence of the coordination mode of the base to induce both an easy C-H activation and to allow for a pathway for 1,4-palladium migration. Carbonate is shown to be more efficient than the two other bases because it can abstract the proton easily and at the same time maintain κ1-coordination without extensive electronic reorganization.

Substituted benzocarbocycles by palladium-catalyzed cascade reactions featuring a C(sp3) - H activation step

Valuable 4- and 5-membered benzocarbocycles were synthesized via selective palladium-catalyzed cascade reactions which combined C(sp3)-H activation, Heck cyclization, Heck arylation or olefin hydrogenation. In all cases, all mechanistically independent steps were catalyzed by a single multi-functional catalyst.

Antihypertensive Activity of 6-Arylpyridopyrimidin-7-amine Derivatives

A series of 51 6-arylpyridopyrimidin-7-amine derivatives was prepared and evaluated for antihypertensive activity in the conscious spontaneously hypertensive rat.A number of these compounds, notably 6-(2,6-dichlorophenyl)-2-methylpyridopyrimidin-7-amine (36), lowered blood pressure in these rats in a gradual and sustained manner to normotensive levels at oral doses of 10-50 mg/kg.Normalized blood pressure levels could then be maintained by single daily oral doses.The effect of structural variation in the 6-aryl group and in the 2 and 4 positions of the pyridopyrimidine ring on activity is reported and discussed.