162371-83-7

Usage

Also known as

6-chloroisonicotinic acid

Class

Pyridine carboxylic acids

Molecular weight

171.55 g/mol

Use

Intermediate in the synthesis of pharmaceutical drugs, especially antiviral and antibacterial ones; production of agrochemicals; research and development activities

Physical properties

White to pale yellow crystalline powder with a characteristic odor

Solubility

Soluble in water and organic solvents

Storage

Should be stored in a cool, dry place away from light and heat sources

Upstream product

• 5326-23-8 6-Chloro-3-pyridinecarboxylic acid 

Downstream Products

• 84332-02-5 methyl 6-chloro-4-methoxypyridine-3-carboxylate 

Relevant academic research and scientific papers

A tautomeric ligand enables directed C-H hydroxylation with molecular oxygen

Hydroxylation of aryl carbon-hydrogen bonds with transition metal catalysts has proven challenging when oxygen is used as the oxidant. Here, we report a palladium complex bearing a bidentate pyridine/ pyridone ligand that efficiently catalyzes this reaction at ring positions adjacent to carboxylic acids. Infrared, x-ray, and computational analysis support a possible role of ligand tautomerization from monoanionic (L,X) to neutral (L,L) coordination in the catalytic cycle of aerobic carbon-hydrogen hydroxylation reaction. The conventional site selectivity dictated by heterocycles is overturned by this catalyst, thus allowing late-stage modification of compounds of pharmaceutical interest at previously inaccessible sites.