131747-65-4

Basic information

• Product Name: 6-Trifluoromethyl-pyridine-2-carbaldehyde
• Synonyms: 6-Trifluoromethyl-pyridine-2-carbaldehyde;6-(trifluoroMethyl)pyridin-2-carbaldehyde;6-(trifluoroMethyl)picolinaldehyde;2-Formyl-6-(trifluoromethyl)pyridine, 6-(Trifluoromethyl)picolinaldehyde;6-(Trifluoromethyl)pyridine-2-carboxaldehyde;6-(Trifluoromethyl)-2-pyridinecarboxaldehyde;2-(Trifluoromethyl)pyridine-6-carbaldehyde;6-((trifluoromethyl))-2-Pyridinecarbaldehyde
• CAS NO: 131747-65-4
• Molecular Formula: C₇H₄F₃NO
• Molecular Weight: 175.11
• Product Categories: organic building block
• Mol File: 131747-65-4.mol

Chemical Properties

• Boiling Point: 168.7 °C at 760 mmHg
• Flash Point: 75℃
• Appearance: /
• Density: 1.369 g/cm³
• Vapor Pressure: 1.6mmHg at 25°C
• Refractive Index: 1.476
• Storage Temp.: 2-8°C
• PKA: 1.06±0.10(Predicted)
• CAS DataBase Reference: 6-Trifluoromethyl-pyridine-2-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Trifluoromethyl-pyridine-2-carbaldehyde(131747-65-4)
• EPA Substance Registry System: 6-Trifluoromethyl-pyridine-2-carbaldehyde(131747-65-4)

Safety Data

• Hazard Codes: T
• Statements: 25-36/37/38-43
• Safety Statements: 26-36/37-45
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 131747-65-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
6-Trifluoromethyl-pyridine-2-carbaldehyde is used as a key intermediate for the synthesis of [1,2,3]triazolo[1,5-a]pyridines, which are important classes of compounds with potential applications in the development of new drugs. These compounds exhibit a range of biological activities, including anti-cancer, anti-inflammatory, and anti-microbial properties.
Used in Chemical Synthesis:
6-Trifluoromethyl-pyridine-2-carbaldehyde is used as a versatile building block for the synthesis of various complex organic molecules, particularly those containing the trifluoromethyl and pyridine moieties. Its reactivity and stability make it a valuable component in the development of new materials and compounds with diverse applications.
Used in Medicinal Chemistry:
6-Trifluoromethyl-pyridine-2-carbaldehyde is used as a starting material for the development of triple T-type calcium channel blockers. These blockers are important in the treatment of various cardiovascular diseases, such as hypertension and angina, by selectively inhibiting the T-type calcium channels, which play a crucial role in the regulation of heart rate and blood pressure.

InChI:InChI=1/C7H4F3NO/c8-7(9,10)6-3-1-2-5(4-12)11-6/h1-4H

Upstream product

• 131747-53-0 [6-(trifluoromethyl)pyridin-2-yl]methanol 
• 1824-81-3 2-Amino-6-methylpyridine 
• 5315-25-3 2-bromo-6-methylpyridine 
• 1620-72-0 2-methyl-6-(trifluoromethyl)pyridine 
• 131747-42-7 6-(trifluoromethyl)pyridine-2-carboxylic acid 
• 34160-40-2 6-bromo-2-pyridinecarbaldehyde 
• 155377-05-2 6-(trifluoromethyl)pyridine-2-carboxylic acid methyl ester 

Downstream Products

• 108337-80-0 2,6-dimethyl-4-(6-trifluoromethyl-2-pyridyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-β-(N-benzyl-N-methylamino)ethyl ester 5-methyl ester 
• 131747-53-0 [6-(trifluoromethyl)pyridin-2-yl]methanol 

Relevant articles and documents

AROMATIC HETEROCYCLIC COMPOUND, INTERMEDIATE THEREOF, PREPARATION METHOD THEREFOR, AND PHARMACEUTICAL COMPOSITION AND USE THEREOF

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Copper-mediated perfluoroalkylation of heteroaryl bromides with (phen)CuRF

The attachment of perfluoroalkyl groups onto organic compounds has been a major synthetic goal over the past several decades. Previously, our group reported phenanthroline-ligated perfluoroalkyl copper reagents, (phen)CuR F, which react with aryl iodides and aryl boronates to form the corresponding benzotrifluorides. Herein the perfluoroalkylation of a series of heteroaryl bromides with (phen)CuCF3 and (phen)CuCF 2CF3 is reported. The mild reaction conditions allow the process to tolerate many common functional groups. Perfluoroethylation with (phen)CuCF2CF3 occurs in somewhat higher yields than trifluoromethylation with (phen)CuCF3, creating a method to generate fluoroalkyl heteroarenes that are less accessible from trifluoroacetic acid derivatives.