49608-01-7

Basic information

• Product Name: Ethyl 6-chloronicotinate
• Synonyms: 3-Pyridinecarboxylic acid, 6-chloro-, ethyl ester;ETHYL 6-CHLORONICOTINATE[FOR TAZAROTENE];Ethyl 6-chloropyridine-3-carboxylate;ETHYL 2-CHLOROPYRIDINE-5-CARBOXYLATE;Ethyl 2-chloropyridine-3-carboxylate, 6-Chloronicotinic acid ethyl ester;Ethyl 6-chloropyridine-3-carboxylate ,98%;6-Chloro-3-pyridinecarboxylic acid ethyl ester;Ethyl 6-chloro-3-pyridinecarboxylate
• CAS NO: 49608-01-7
• Molecular Formula: C₈H₈ClNO₂
• Molecular Weight: 185.61
• EINECS: -0
• Product Categories: Esters;Pyridines;Building Blocks;C7 to C18;C8 to C9;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;Heterocycle-Pyridine series;carboxylic ester| alkyl chloride
• Mol File: 49608-01-7.mol
• Article Data: 12

Chemical Properties

• Melting Point: 26-30 °C(lit.)
• Boiling Point: 98 °C
• Flash Point: >230 °F
• Appearance: /
• Density: 1.246 g/cm³
• Refractive Index: 1.522
• Storage Temp.: Store below +30°C.
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: -1.95±0.10(Predicted)
• BRN: 4742175
• CAS DataBase Reference: Ethyl 6-chloronicotinate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 6-chloronicotinate(49608-01-7)
• EPA Substance Registry System: Ethyl 6-chloronicotinate(49608-01-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 49608-01-7(Hazardous Substances Data)

Usage

Description

Ethyl 6-chloronicotinate, also known as Ethyl 6-chloropyridine-3-carboxylate, is a nicotinic acid derivative with a chlorine atom at the 6th position on the pyridine ring. It is a key intermediate in the synthesis of various organic compounds and pharmaceuticals.

Uses

Used in Pharmaceutical Industry:
Ethyl 6-chloronicotinate is used as a key intermediate in the preparation of potent H3 receptor antagonists. These antagonists have potential applications in the treatment of various disorders, such as insomnia, cognitive impairment, and allergies, by modulating the histamine H3 receptor.
Used in Organic Synthesis:
Ethyl 6-chloronicotinate is used as a starting material in the synthesis of ethyl 5-[5-(1H-benzimidazol-2-yl)pyridin-2-yl]ethynylpyridine-2-carboxylate. Ethyl 6-chloronicotinate is prepared by reacting Ethyl 6-chloronicotinate with 2-[6-(ethynyl)pyridin-3-yl]-1H-benzimidazole under microwave irradiation. The resulting product has potential applications in various fields, such as medicinal chemistry and materials science, due to its unique structure and properties.

Upstream product

• 58757-38-3 6-Chloronicotinoyl chloride 
• 64-17-5 ethanol 
• 5326-23-8 6-Chloro-3-pyridinecarboxylic acid 
• 14906-63-9 1-oxy-nicotinic acid ethyl ester 
• 2398-81-4 Nicotinic acid N-oxide 
• 78-39-7 Triethyl orthoacetate 

Downstream Products

• 74925-37-4 ethyl 2-methoxypyridine-5-carboxylate 
• 57443-68-2 ethyl 6-phenyl-3-pyridinecarboxylate 
• 862088-94-6 ethyl 6-(4-fluorophenoxy)-nicotinate 
• 588720-42-7 indolizine-6-carboxylic acid 
• 895582-15-7 ethyl 6-({1-[2-(2-bromophenyl)ethyl]-1H-imidazol-2-yl}sulfanyl)pyridine-3-carboxylate 
• 101990-71-0 3-chloromethyl-6-ethoxypyridine 
• 101990-67-4 6-ethoxy-3-hydroxymethylpyridine 
• 151322-68-8 ethyl 2-biphenyl-4-yl>methyl>amino>pyridine-5-carboxylate 
• 132521-78-9 1-(5-ethoxycarbonyl-pyridin-2-yl)piperazine 
• 21543-49-7 2-Chloro-5-hydroxymethylpyridine 
• 616879-81-3 ethyl 6-(3,5-dimethyl-4-phenyl-1H-pyrazol-1-yl)nicotinate 
• 427886-41-7 Ethyl 6-(3,4,5-trimethoxyphenyl)nicotinate 

Relevant articles and documents

2-(1H-pyrazol-3-yl) pyridine derivative as well as preparation method and application thereof

The invention belongs to the field of medicinal chemistry, particularly relates to a compound shown in a formula I, or a stereoisomer, salt, prodrug or solvate thereof, and also relates to a preparation method of the compound and application of the compound in preparation of drugs for treating related diseases mediated by histone demethylase JMJD6.

INHIBITORS OF HEPATITIS C VIRUS POLYMERASE

The present invention provides, among other things, compounds represented by the general Formula I: (I) and pharmaceutically acceptable salts thereof, wherein L and A (and further substituents) are as defined in classes and subclasses herein and compositions (e.g., pharmaceutical compositions) comprising such compounds, which compounds are useful as inhibitors of hepatitis C virus polymerase, and thus are useful, for example, as medicaments for the treatment of HCV infection.

Syntheses of substituted pyridines, quinolines and diazines via palladium-catalyzed cross-coupling of aryl Grignard reagents

The palladium-catalyzed cross-coupling reactions between arylmagnesium halides (phenylmagnesium chloride, mesitylmagnesium bromide, 4-(methoxycarbonyl)phenylmagnesium chloride and 4-cyanophenylmagnesium chloride) and halopyridines allowed the synthesis of substituted pyridines. Owing to the remarkably mild conditions used (often below 0°C), the reaction could be extended to the use of functionalized halopyridines, haloquinolines and halodiazines.