434-75-3

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-6-fluorobenzoic acid is used as a versatile reactant for the synthesis of biaryls via decarboxylative Pd-catalyzed cross-coupling with aryl iodides. This process is crucial in the development of pharmaceutical compounds, as biaryls are common structural motifs in many bioactive molecules and drug candidates.
Used in Fluorinated Biaryls and Heterobiaryls Synthesis:
In the field of organic chemistry, 2-Chloro-6-fluorobenzoic acid is utilized in the preparation of fluorinated biaryls and heterobiaryls. This is achieved through copper-catalyzed decarboxylative cross-coupling of aryl and heteroaryl iodides or bromides with potassium polyfluorobenzoates. The resulting fluorinated biaryls and heterobiaryls are valuable building blocks for the synthesis of complex organic molecules and have potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science.
Overall, 2-Chloro-6-fluorobenzoic acid plays a significant role in the synthesis of various organic compounds and pharmaceuticals, making it an important chemical intermediate in the chemical and pharmaceutical industries.

InChI:InChI=1/C7H4ClFO2/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3H,(H,10,11)

Upstream product

• 443-83-4 2-chloro-6-fluorotoluene 
• 387-45-1 2-chloro-6-fluorobenzaldehyde 
• 124-38-9 carbon dioxide 
• 625-98-9 3-chlorofluorobenzene 
• 443-33-4 N-[(2-chloro-6-fluorophenyl)methylidene]hydroxylamine 
• 95-52-3 2-Fluorotoluene 
• 668-45-1 2-chloro-6-fluorobenzonitrile 

Downstream Products

• 363-51-9 2-chloro-6-fluoroaniline 
• 79455-63-3 2-chloro-6-fluorobenzoyl chloride 
• 151360-57-5 methyl 2-chloro-6-fluorobenzoate 
• 1467869-46-0 C₁₂H₇ClFN₃ 
• 1218780-38-1 2-(2-chloro-6-fluorophenyl)-4,5-dimethylthiazole 
• 1233081-06-5 2-chloro-6-fluoro-N'-(9H-purin-6-yl)benzohydrazide 
• 1253188-10-1 2-chloro-N-[1-({5-chloro-2-[(phenylmethyl)oxy]phenyl}methyl)-1H-pyrazol-3-yl]-6-fluorobenzamide 
• 1363397-35-6 tert-butyl 4-((2-chloro-6-fluorobenzoyloxy)methyl)thiazol-2-ylcarbamate 
• 1415125-05-1 (2-chloro-6-fluorophenyl)(1H-pyrrolo[3,2-c]pyridin-1-yl)methanone 
• 1417411-64-3 C₁₆H₁₁BrClFN₄O 
• 1417411-65-4 C₁₆H₁₁BrClFN₄O 

Relevant academic research and scientific papers

RORγ MODULATORS

The invention provides an RORγ receptor agonist comprising a compound of formula (I), wherein the variables are as defined herein. These compounds are analogous to known RORγ receptor antagonists. The invention further provides a method of activating -the nuclear receptor RORγ, comprising -contacting the RORγ with an effective amount or concentration of a compound of the invention; and a method of treating cancer in a patient, comprising administering to the patient an effective dose of a compound of the invention.

N-Arylsulfonyl Indolines as Retinoic Acid Receptor-Related Orphan Receptor γ (RORγ) Agonists

The nuclear retinoic acid receptor-related orphan receptor γ (RORγ; NR1F3) is a key regulator of inflammatory gene programs involved in T helper 17 (TH17) cell proliferation. As such, synthetic small-molecule repressors (inverse agonists) targeting RORγ have been extensively studied for their potential as therapeutic agents for various autoimmune diseases. Alternatively, enhancing TH17 cell proliferation through activation (agonism) of RORγ may boost an immune response, thereby offering a potentially new approach in cancer immunotherapy. Herein we describe the development of N-arylsulfonyl indolines as RORγ agonists. Structure–activity studies reveal a critical linker region in these molecules as the major determinant for agonism. Hydrogen/deuterium exchange coupled to mass spectrometry (HDX-MS) analysis of RORγ–ligand complexes help rationalize the observed results.

An efficient one pot method for synthesis of carboxylic acids from nitriles using recyclable ionic liquid [bmim]HSO4 Dedicated to my mentor Professor (Mrs.) Krishna Misra on her 76th birthday

Environmentally benign ionic liquid [bmim]HSO4 was found suitable for conversion of nitriles into carboxylic acids under mild conditions with excellent purity.

One-pot oxidation of azomethine compounds into arenecarboxylic acids

Aromatic azomethine compounds, such as aldazines 1, aldoximes 7 and tosylhydrazones 8 oxidized with 30% hydrogen peroxide in the presence of poly(bis-1,2-phenylene) diselenide (6) as catalyst produce arenecarboxylic acids 2 mostly in high to excellent yields. The presented one-pot procedure has a synthetic value.

Regioselective ortho-lithiation of chloro and bromo substituted fluoroarenes

Deprotonation of fluoroarenes carrying chlorine or bromine as additional substituents occurs always at a fluorine adjacent position if accomplished with potassium tert-butoxide activated butyllithium or lithium 2,2,6,6-tetramethylpiperidide.

CATALYTIC OXIDATION OF ALDEHYDES TO CARBOXYLIC ACIDS WITH HYDROGEN PEROXYDE AS OXIDANT

Alkyl and aryl aldehydes were catalytically oxidized to carboxylic acids in high yields with hydrogen peroxide as oxidant using benseneseleninic acid as catalyst.