29681-44-5

Basic information

• Product Name: Methyl 5-bromonicotinate
• Synonyms: 5-BROMO-3-PYRIDINECARBOXYLIC ACID METHYL ESTER;5-BROMOPYRIDINE-3-CARBOXYLIC ACID METHYL ESTER;5-BROMO NICOTINIC ACID METHYL ESTER;METHYL 5-BROMONICOTINATE;METHYL 5-BROMOPYRIDINE-3-CARBOXYLATE;METHYL 3-BROMO-5-PYRIDINECARBOXYLATE;BUTTPARK 37\04-20;5-Bromonictinic acid ethyl ester
• CAS NO: 29681-44-5
• Molecular Formula: C₇H₆BrNO₂
• Molecular Weight: 216.03
• EINECS: -0
• Product Categories: blocks;Bromides;Carboxes;Pyridines
• Mol File: 29681-44-5.mol
• Article Data: 27

Chemical Properties

• Melting Point: 96-100 °C
• Boiling Point: 241.7 °C at 760 mmHg
• Flash Point: 100 °C
• Appearance: white powder
• Density: 1.579 g/cm³
• Vapor Pressure: 0.0354mmHg at 25°C
• Refractive Index: 1.553
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 0.84±0.20(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: Methyl 5-bromonicotinate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 5-bromonicotinate(29681-44-5)
• EPA Substance Registry System: Methyl 5-bromonicotinate(29681-44-5)

Safety Data

• Hazard Codes: Xi
• Statements: 37/38-41-36/37/38
• Safety Statements: 26-39-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 29681-44-5(Hazardous Substances Data)

Usage

Description

Methyl 5-bromonicotinate is an organic compound that appears as a white powder. It is characterized by its chemical structure, which includes a methyl group attached to a 5-bromonicotinate moiety.

Uses

Used in Chemical Synthesis:
Methyl 5-bromonicotinate is used as a substrate in a microwave-assisted, palladium-catalyzed arylation of acetone as its TMS enol ether. This application is significant in the field of chemical synthesis, where it serves as a key intermediate for the production of various organic compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Methyl 5-bromonicotinate is utilized as a building block for the synthesis of various pharmaceutical compounds. Its unique chemical properties make it a valuable component in the development of new drugs and therapeutic agents.
Used in Research and Development:
Methyl 5-bromonicotinate is also used in research and development settings, where it is employed to study the properties and reactions of organic compounds. Its versatility as a substrate in chemical synthesis makes it an essential tool for scientists and researchers working in the field of organic chemistry.

InChI:InChI=1/C7H6BrNO2/c1-11-7(10)5-2-6(8)4-9-3-5/h2-4H,1H3

Upstream product

• 67-56-1 methanol 
• 39620-02-5 5-bromonicotinoyl chloride 
• 186581-53-3 diazomethane 
• 20826-04-4 5-bromo-3-pyridinecarboxylic acid 
• 592543-55-0 1-benzhydryl-5-bromo-1,4-dihydro-pyridine-3-carboxylic acid methyl ester 
• 1026535-63-6 1-benzhydryl-3-bromo-1,4-dihydro-pyridine 
• 592543-52-7 1-(1-benzhydryl-5-bromo-1,4-dihydro-pyridin-3-yl)-2,2,2-trichloro-ethanone 
• 59-67-6 nicotinic acid 
• 10400-19-8 3-pyridinecarbonyl chloride 
• 98555-51-2 5-Bromo-pyridine-2,3-dicarboxylic acid 
• 74-88-4 methyl iodide 

Downstream Products

• 112193-41-6 5-bromonicotinic acid hydrazide 
• 93349-97-4 Methyl 5-(2-Furyl)nicotinate 
• 93349-98-5 Methyl 5-(3-Furyl)nicotinate 
• 93349-92-9 3-(3-nitrophenyl)-5-pyridinecarboxylic acid methyl ester 
• 93349-94-1 Methyl 5-(2-Methylphenyl)nicotinate 
• 93349-96-3 Methyl 5-(2-Methoxyphenyl)nicotinate 
• 93349-95-2 Methyl 5-(2-Nitrophenyl)nicotinate 
• 113893-00-8 methyl <3,3'-bipyridine>-5-carboxylate 
• 113893-01-9 methyl <3,4'-bipyridine>-5-carboxylate 
• 10177-13-6 methyl 5-phenylpyridine-3-carboxylate 
• 20826-04-4 5-bromo-3-pyridinecarboxylic acid 
• 128612-43-1 5,5'-Bis(methoxycarbonyl)-3,3'-bipyridine 
• 37669-64-0 (5-bromopyridin-3-yl)methanol 
• 38940-67-9 5-ethenyl-3-pyridinecarboxylic acid methyl ester 

Relevant articles and documents

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Total Syntheses and Antimicrobial Activities of Pyridine Alkaloids from Rubiaceae

Pyridine alkaloids from Rubiaceae were prepared by palladium-catalyzed cross-coupling reactions of methyl 5-bromonicotinate (6) with various organometallic reagents.Baker's yeast reduction of the ketone 8 gave the levorotatory alcohol (S)-1.On this basis, the naturally occuring alcohol (+)-1 was assigned to be (R)-configurated.The alkaloids 1 and 4 show weak antimicrobial activities. - Keywords: Pyridine alkaloids; Palladium catalyst; Baker's yeast; Antimicrobial activity

A predictive model for additions to: N -alkyl pyridiniums

Disclosed in this communication is a thorough study on the dearomative addition of organomagnesium nucleophiles to N-alkyl pyridinium electrophiles. The regiochemical outcomes have observable and predictable trends associated with the substituent patterns on the pyridinium electrophile. Often, the substituent effects can be either additive, giving high selectivities, or ablative, giving competing outcomes. Additionally, the nature of the organometallic nucleophilic component was also investigated for its role in the regioselective outcome. The effects of either reactive component are important to both the overall reactivity and site of nucleophilic addition. The utility of these observed trends is demonstrated in a concise, dearomative synthesis of a tricyclic compound shown to have insecticidal activity. This journal is

Design, Synthesis, and Evaluation of Novel Auxin Mimic Herbicides

Due to the key roles of auxins as master regulators of plant growth, there is considerable interest in the development of compounds with auxin-like properties for growth management and weed control applications. Herein, we describe the design and multiste