89167-34-0

Usage

Uses

Used in Pharmaceutical Industry:
4-CHLORO-3-IODOPYRIDINE is utilized as a key intermediate in the synthesis of pharmaceutical drugs. Its presence in the molecular structure of these drugs can contribute to their therapeutic effects and pharmacological properties, enhancing their efficacy in treating various medical conditions.
Used in Organic Synthesis:
As a building block, 4-CHLORO-3-IODOPYRIDINE is employed in the synthesis of other organic compounds. Its versatile structure allows for the creation of a wide range of chemical entities, expanding the scope of chemical research and development.
Used in Agrochemicals and Crop Protection:
4-CHLORO-3-IODOPYRIDINE may also find applications in the agrochemical industry, where it could be used in the development of new crop protection agents. Its potential role in this field could contribute to more effective and targeted pest control strategies, ultimately benefiting agricultural productivity and sustainability.
Used in Research and Development:
Due to its unique structure and reactivity, 4-CHLORO-3-IODOPYRIDINE is of significant interest to researchers and chemists. It serves as a promising candidate for exploration in various industrial and scientific applications, potentially leading to innovative discoveries and advancements in multiple fields.

InChI:InChI=1/C5H3ClIN/c6-4-1-2-8-3-5(4)7/h1-3H

Upstream product

• 5570-81-0 1-tert-butyl-4-chloropiperidine 
• 89282-03-1 3-iodo-pyridin-4-ol 
• 1465-76-5 1-tert-butyl-piperidin-4-one 
• 26822-37-7 N,N-dimethyl-4-oxopiperidinium iodide 
• 1445-73-4 1-Methyl-4-piperidone 
• 7379-35-3 4-chlorpyridine hydrochloride 
• 626-61-9 4-Chloropyridine 

Downstream Products

• 1020536-57-5 4-chloro-3-(2-phenylethynyl)pyridine 
• 1415818-35-7 3-iodo-4-((1r,4r)-4-(1-methylpiperidin-4-yloxy)cyclohexyloxy)pyridine 
• 1203499-10-8 4-benzyloxy-3-iodopyridine 
• 89640-55-1 4-methoxy-3-iodopyridine 
• 1428880-67-4 7-(4-chloropyridin-3-yl)-3-(2-methoxyphenyl)benzo[d]isoxazole 
• 1034467-33-8 4-chloro-3-trimethylsilylethynyl-pyridine 
• 444989-48-4 2-(4-chloropyridin-3-yl)-phenol 
• 868733-90-8 4-(2-fluoro-4-nitrophenoxy)-3-iodopyridine 
• 656801-24-0 ((S)-1-(4-Chloro-pyridin-3-ylmethyl)-2-{(S)-2-[1-methyl-1-((S)-1-phenyl-ethylcarbamoyl)-ethylcarbamoyl]-pyrrolidin-1-yl}-2-oxo-ethyl)-carbamic acid tert-butyl ester 
• 656801-25-1 ((S)-1-(4-Chloro-pyridin-3-ylmethyl)-2-{(R)-2-[1-methyl-1-((S)-1-phenyl-ethylcarbamoyl)-ethylcarbamoyl]-pyrrolidin-1-yl}-2-oxo-ethyl)-carbamic acid tert-butyl ester 
• 955373-00-9 4-chloro-N-[2-fluoro-4-(trimethylsilyl)phenyl]pyridin-3-amine 
• 612086-27-8 4-chloro-3-(2-phenyl-naphthalen-1-yl)pyridine 
• 1439394-34-9 1-(4-(2-phenyl-1H-pyrrolo[3,2-c]pyridin-1-yl)phenyl)cyclobutanamine 
• 1439394-37-2 tert-butyl 1-(4-(2-phenyl-1H-pyrrolo[3,2-c]pyridin-1-yl)phenyl)cyclobutylcarbamate 

Relevant academic research and scientific papers

BICYCLIC HETEROARYL DERIVATIVES AS KINASE INHIBITORS

The present invention provides compounds, including resolved enantiomers, resolved diastereomers, solvates and pharmaceutically acceptable salts thereof, comprising the Formula 1: wherein Het, X, R1 and R2 are as defined herein.

KINASE INHIBITORS AND USES THEREOF

The present invention relates to compounds of the general formula (A) and pharmaceutical compositions thereof that inhibit protein tyrosine activity. In particular the invention relates to said compounds that inhibit the protein tyrosine kinase activity of growth factor receptors, resulting in the inhibition of receptor signalling, for example, the inhibition of VEGF receptor signalling and HGF receptor signalling. Said compounds and compositions are useful for the treatment of cell proliferative diseases and conditions.

Palladium-catalyzed aryl amination-heck cyclization cascade: A one-flask approach to 3-substituted indoles

(Chemical Equation Presented) Two for the price of one: A Pd/dppf-based catalyst provides access to the title compounds from 1,2-dihalogenated aromatic compounds and allylic amines in a single reaction flask. The initial aryl amination step occurs with excellent selectivity for the aryl iodide to ensure the formation of a single indole regioisomer, which can be functionalized in situ by N-arylation (see scheme). dba = dibenzylideneacetone, dppf = 1,1′-bis(diphenylphospanyl)ferrocene.

Synthesis of a naphthyridone p38 MAP kinase inhibitor

Compound 1 is a p38 MAP kinase inhibitor potentially useful for the treatment of rheumatoid arthritis and psoriasis. A novel six-step synthesis suitable for large-scale preparation was developed in support of a drug development program at Merck Research Laboratories. The key steps include a tandem Heck-lactamization, N-oxidation, and a highly chemoselective Grignard addition of 4-(N-tert-butylpiperidinyl)-magnesium chloride to a naphthyridone N-oxide. The N-oxide exerted complete chemoselectivity via chelation in directing the Grignard addition to the α position as opposed to 1,4-addition on the enelactam. The dihydropyridyl adduct was in situ aromatized with isobutylchloroformate followed by heating in pyridine. Syntheses of Grignard precursor, N-tert-butyl-4-chloro-piperidine, were accomplished via transamination with a quaternary ammonium piperidone or via addition of methylmagnesium chloride to an iminium ion. Utilizing this chemistry, multi-kilogram preparation of compound 1 was successfully demonstrated. American Chemical Society.

Deprotonation of chloropyridines using lithium magnesates

Chloropyridines are deprotonated using lithium magnesates. 4-Chloropyridine was deprotonated on treatment with 1/3 equiv of the highly coordinated magnesate Bu3(TMP)MgLi2 in THF at -10°C, as evidenced by trapping with I2. The use of Bu(TMP)2MgLi in Et 2O allowed the reaction of 2-chloropyridine, giving the 3-functionalized derivative as the main product. Mixtures of 3- and 4-functionalized derivatives were obtained when 2,6-dichloropyridine was involved in the reaction. Performing the reaction on 3-chloropyridine with lithium magnesates in THF, either the 4,4′-dimer or the 4-iodo derivative was formed after quenching by I2, the former using 1/3 equiv of Bu2(TMP)MgLi and the latter using 1 equiv of (TMP)3MgLi. Similar results were observed with 3,5-dichloropyridine, 2,5-dichloropyridine and 3-chloro-2-fluoropyridine. 1,2-Migration of the lithium arylmagnesate formed by deprotonation was proposed to justify the dimers formation.

Preparation of enantiomerically pure pyridyl amino acids from serine.

A range of substituted pyridyl amino acids have been prepared by palladium catalysed cross-coupling of serine-derived organozinc reagents with differently substituted halopyridines. Following this procedure a DMAP analogue has been synthesised and used as

Coupling reaction of zirconacyclopentadienes with dihalonaphthalenes and dihalopyridines: A new procedure for the preparation of substituted anthracenes, quinolines, and isoquinolines

Reactions of tetraiodobenzene with zirconacyclopentadienes, which were conveniently prepared from two alkynes (or diynes) and zirconocene complexes, afforded 1,2,3,4-tetrasubstituted diiodonaphthalene derivatives in good isolated yields. These 1,2,3,4-tetrasubstituted diiodonaphthalene derivatives could be converted to 1,2,3,4,5,6,7,8-octasubstituted anthracene derivatives by reaction with a second zirconacyclopentadiene. When the two zirconacyclopentadienes were different, unsymmetrical anthracenes such as 1,2,3,4-tetraethyl-5,6,7,8-tetraphenylanthracene (68% isolated yield) were obtained. On the other hand, treatment of a 2,3-dihalopyridine such as 2-bromo-3-iodopyridine with zirconacyclopentadienes gave 5,6,7,8-tetrasubstituted quinoline derivatives in good to high yields. 3,4-Dihalopyridines such as 4-chloro-3-iodopyridine reacted with zirconacyclopentadienes to afford 5,6,7,8-tetrasubstituted isoquinoline derivatives in good to high yields.

Synthesis of 3-alkylfuropyridines via palladium-catalyzed cyclization of iodopyridinyl allyl ethers

The palladium-catalyzed cyclization of iodopyridinyl allyl ethers derived from dihalopyridines and sodium allyl alkoxide provides furo[2,3-b]-pyridines, furo[3,2-c]pyridines, and furo[2,3-c]pyridines.