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

Chemical Properties

White to light yellow solid or colorless to yellow liquid

Uses

Different sources of media describe the Uses of 49608-01-7 differently. You can refer to the following data:
1. Ethyl 6-chloronicotinate is a nicotinic acid derivative used in the preparation of potent H3 receptor antagonists.
2. Ethyl 6-chloropyridine-3-carboxylate (Ethyl 6-chloronicotinate) may be used in the preparation of ethyl 5-{[5-(1H-benzimidazol-2-yl)pyridin-2-yl]ethynyl}pyridine-2-carboxylate by reacting with 2-[6-(ethynyl)pyridin-3-yl]-1H-benzimidazole under microwave irradiation.

General Description

Ethyl 6-chloropyridine-3-carboxylate (Ethyl-6-chloronicotinate, E-6-ClN) undergoes direct amidation on reacting with benzylamine in the presence lanthanum trifluoromethanesulfonate La(OTf)3. The structural and physicochemical properties of E-6-ClN have been investigated based on its spectroscopic data, time-dependent density functional theory and density of state diagrams.

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 
• 78-39-7 Triethyl orthoacetate 
• 2398-81-4 Nicotinic acid N-oxide 

Downstream Products

• 74925-37-4 ethyl 2-methoxypyridine-5-carboxylate 
• 862088-94-6 ethyl 6-(4-fluorophenoxy)-nicotinate 
• 895582-15-7 ethyl 6-({1-[2-(2-bromophenyl)ethyl]-1H-imidazol-2-yl}sulfanyl)pyridine-3-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 
• 135883-37-3 ethyl 6-(4-tert butylphenyl)-ethynyl nicotinate 
• 118292-40-3 tazarotene 
• 201809-20-3 tert-butyl 4-(5-(ethoxycarbonyl)pyridin-2-yl)piperazine-1-carboxylate 
• 603122-19-6 6-[((7S)-7-{[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]-tert-butyloxycarbonylamino}-5,6,7,8-tetrahydro-2-naphthalenyl)oxy]nicotinic acid ethyl ester 
• 1224872-05-2 6-{4-[4-(indan-5-ylcarbamoyl)-phenyl]-piperazin-1-yl}-nicotinic acid ethyl ester 
• 5326-23-8 6-Chloro-3-pyridinecarboxylic acid 
• 1245784-81-9 3-[5-(4-cyclobutyl[1,4]diazepane-1-carbonyl)pyridin-2-yloxy]benzonitrile hydrochloride 

Relevant articles and documents

Discovery of a new class of JMJD6 inhibitors and structure–activity relationship study

JmjC domain-containing protein 6 (JMJD6) has been thought as a potential target for various diseases particularly cancer. However, few selective JMJD6 inhibitors have been reported. In this investigation, molecular docking and biological activity evaluation were performed to retrieve new JMJD6 inhibitors, which led to the identification of a hit compound, J2. Further structural optimization and structure–activity relationship (SAR) analysis towards J2 were carried out, which gave a new potent JMJD6 inhibitor, 7p. This compound showed an IC50 value of 0.681 μM against JMJD6, but displayed no activity against other tested JmjC domain-containing protein family members, indicating good selectivity (>100 fold). Collectively, this investigation offers a selective JMJD6 inhibitor, which could be taken as a lead compound for subsequent drug discovery targeting 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.