111771-13-2

Usage

Uses

Used in Pharmaceutical Industry:
2-BROMO-5-FLUOROBENZOYL CHLORIDE is used as a key intermediate for the synthesis of pharmaceuticals, given its ability to react with various functional groups and form new compounds with potential therapeutic properties. Its unique structure allows for the development of drug candidates with specific target affinities and improved pharmacokinetic profiles.
Used in Agrochemical Industry:
In the agrochemical sector, 2-BROMO-5-FLUOROBENZOYL CHLORIDE is utilized as a precursor in the production of agrochemicals, contributing to the development of new pesticides and herbicides. Its reactivity and structural diversity enable the creation of compounds with enhanced efficacy and selectivity in agricultural applications.
Used in Organic Synthesis:
2-BROMO-5-FLUOROBENZOYL CHLORIDE is employed as a versatile building block in organic synthesis for the preparation of a wide range of fine chemicals. Its reactivity with nucleophiles and other chemical entities allows for the formation of diverse organic molecules, which can be further utilized in various chemical and industrial processes.
Used in Research and Development:
As a valuable tool in research and development, 2-BROMO-5-FLUOROBENZOYL CHLORIDE aids in the exploration of new chemical reactions and the synthesis of novel organic molecules. Its unique structural features make it an attractive candidate for studying reaction mechanisms and developing new synthetic methodologies.
Note: The information provided is a general overview of the chemical compound and should be used for informational purposes only. For practical applications, it is essential to consult with professionals to ensure accurate information and adherence to safety protocols.

InChI:InChI=1/C7H3BrClFO/c8-6-2-1-4(10)3-5(6)7(9)11/h1-3H

Upstream product

• 452-63-1 2-Bromo-5-fluorotoluene 
• 394-28-5 2-Bromo-5-fluorobenzoic acid 

Downstream Products

• 154138-59-7 methyl 4-(2-bromo-4-fluorobenzoyl)-2,5-dimethyl-1H-pyrrole-3-carboxylate 
• 1006-34-4 2-bromo-5-fluorobenzamide 
• 1241898-50-9 Ethyl [5-(5-{-4-[(2-bromo-5-fluorophenyl)carbonyl]piperazin-1-yl}pyrazin-2-yl)-2H-tetrazol-2-yl]acetate 
• 1241898-42-9 (2-bromo-5-fluorophenyl)(1-methylpiperidin-4-yl)methanone 
• 1161741-96-3 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl 2-bromo-5-fluorobenzoate 
• 1394141-12-8 C₁₀H₈BrFO 
• 1017054-13-5 C₁₀H₉BrFNO 
• 1094467-32-9 2-bromo-N-cyclopropyl-5-fluoro-N-methylbenzamide 

Relevant academic research and scientific papers

Synthesis of Methoxy-, Methylenedioxy-, Hydroxy-, and Halo-Substituted Benzophenanthridinone Derivatives as DNA Topoisomerase IB (TOP1) and Tyrosyl-DNA Phosphodiesterase 1 (TDP1) Inhibitors and Their Biological Activity for Drug-Resistant Cancer

As a recently discovered DNA repair enzyme, tyrosyl-DNA phosphodiesterase 1 (TDP1) removes topoisomerase IB (TOP1)-mediated DNA protein cross-links. Inhibiting TDP1 can potentiate the cytotoxicity of TOP1 inhibitors and overcome cancer cell resistance to

Enantioconvergent Cu-catalyzed intramolecular C-C coupling at boron-bound C(sp3) atoms of α-aminoalkylboronates using a C1-symmetrical 2,2′-bipyridyl ligand attached to a helically chiral macromolecular scaffold

Enantioconvergent intramolecular coupling of α-(2-bromobenzoylamino)benzylboronic esters was achieved using a copper catalyst having helically chiral macromolecular bipyridyl ligand, PQXbpy. Racemic α-(2-bromobenzoylamino)benzylboronic esters were converted into (R)-configured 3-arylisoindolinones with high enantiopurity using right-handed helical PQXbpy as a chiral ligand in a toluene/CHCl3 mixed solvent. When enantiopure (R)- and (S)-configured boronates were separately reacted under the same reaction conditions, both afforded (R)-configured products through formal stereoinvertive and stereoretentive processes, respectively. From these results, a mechanism involving deracemization of organocopper intermediates in the presence of PQXbpy is assumed. PQXbpy switched its helical sense to left-handed when a toluene/1,1,2-trichloroethane mixed solvent was used, resulting in the formation of the corresponding (S)-products from the racemic starting material.

Synthesis Development of the Selective Estrogen Receptor Degrader (SERD) LSZ102 from a Suzuki Coupling to a C-H Activation Strategy

The development of the synthetic process to the selective estrogen receptor degrader (SERD) drug candidate LSZ102 from the medicinal chemistry synthesis to the streamlined large-scale manufacturing route is described. The synthesis of LSZ102 could be sign

Palladium-Catalyzed Stereoselective Aza-Wacker-Heck Cyclization: One-Pot Stepwise Strategy toward Tetracyclic Fused Heterocycles

Palladium-catalyzed intramolecular tandem cyclization reactions were conducted for the synthesis of densely cis/cis-fused aza-tetracyclic structures. The process involved a palladium(II)-catalyzed aerobic aza-Wacker reaction, followed by a palladium(0)-catalyzed Heck reaction. The effects of the solvent and benzene substitution pattern on the one-pot, two-step cascade reaction were studied systematically, and a probable mechanism was proposed. Strained pentahydrobenzo[f]cyclopenta[hi]indolizin-6-one and racemic γ-lycorane can also be synthesized rapidly using this palladium-catalyzed aza-Wacker-Heck cyclization reaction.

Utilization of BozPhos as an Effective Ligand in Enantioselective C-H Functionalization of Cyclopropanes: Synthesis of Dihydroisoquinolones and Dihydroquinolones

The bisphosphine monoxide (R,R)-BozPhos enables enantioselective C-H functionalization of cyclopropanes in a palladium-catalyzed cyclization. The synthesis of a broad spectrum of dihydroisoquinolones and dihydroquinolones in good yields and high enantiomeric excess was achieved through the use of this hemilabile ligand. Furthermore, the isolation of an intermediary palladium(II)-BozPhos complex after oxidative addition was successful and a second complex provided further insight into bond length and angles through a crystal structure.

Copper-Catalyzed Cascade Synthesis of [1,2,4]-Triazoloquinazolinones

An efficient and practical method for the synthesis of 1,2,4-triazolo[5,1- b ]quinazolin-9(3 H)-ones has been developed via the copper-catalyzed domino reactions of readily available substituted N ′-acetyl-2-bromobenzohydrazides with cyanamide. The protocol uses inexpensive CuI as the catalyst, and no other ligand or additive was required. The target products were prepared in good to excellent yields with tolerance of various functional groups.

CF3-substituted mollugin 2-(4-morpholinyl)-ethyl ester as a potential anti-inflammatory agent with improved aqueous solubility and metabolic stability

Although mollugin, the main ingredient of the oriental medicinal herb Rubia cordifolia, has considerable anti-inflammatory effects, it has poor aqueous solubility as well as poor metabolic and plasma stability. To overcome these shortfalls, various mollug

Palladium-Catalyzed Enantioselective Intramolecular Dearomative Heck Reaction

Enantioselective intramolecular dearomative Heck reactions have been developed by Pd-catalyzed cross-coupling of aryl halides or aryl triflates with the internal C=C bond of indoles, benzofurans, pyrroles, and furans. A variety of structurally unique spir

Synthesis and biological evaluation of negative allosteric modulators of the Kv11.1(hERG) channel

We synthesized and evaluated a series of compounds for their allosteric modulation at the Kv11.1 (hERG) channel. Most compounds were negative allosteric modulators of [3H]dofetilide binding to the channel, in particular 7f, 7h-j and 7p. Compounds 7f and 7p were the most potent negative allosteric modulators amongst all ligands, significantly increasing the dissociation rate of dofetilide in the radioligand kinetic binding assay, while remarkably reducing the affinities of dofetilide and astemizole in a competitive displacement assay. Additionally, both 7f and 7p displayed peculiar displacement characteristics with Hill coefficients significantly distinct from unity as shown by e.g., dofetilide, further indicative of their allosteric effects on dofetilide binding. Our findings in this investigation yielded several promising negative allosteric modulators for future functional and clinical research with respect to their antiarrhythmic propensities, either alone or in combination with known Kv11.1 blockers.

Enantioselective synthesis of planar chiral ferrocenes via Pd(0)-catalyzed intramolecular direct C-H bond arylation

A highly efficient synthesis of planar chiral ferrocenes by enantioselective Pd(0)-catalyzed direct C-H arylation from readily available starting materials under mild reaction conditions was developed (up to 99% yield, 99% ee). The products can be easily transformed to the highly efficient planar ferrocene ligands, which have demonstrated high efficiency in Pd-catalyzed asymmetric allylic alkylation and amination reactions.