749875-16-9

Basic information

• Product Name: 5-Bromo-2-trifluoromethyl-isonicotinic acid
• Synonyms: 5-Bromo-2-trifluoromethyl-isonicotinic acid;5-Bromo-2-(trifluoromethyl)-4-pyridinecarboxylic acid
• CAS NO: 749875-16-9
• Molecular Formula: C₇H₃BrF₃NO₂
• Molecular Weight: 270.0034296
• Mol File: 749875-16-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 235-238℃
• Boiling Point: 371.6 °C at 760 mmHg
• Flash Point: 178.5 °C
• Appearance: /
• Density: 1.863 g/cm3
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 1.59±0.10(Predicted)
• Water Solubility: Slightly soluble in water, soluble in organic solvents.
• CAS DataBase Reference: 5-Bromo-2-trifluoromethyl-isonicotinic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Bromo-2-trifluoromethyl-isonicotinic acid(749875-16-9)
• EPA Substance Registry System: 5-Bromo-2-trifluoromethyl-isonicotinic acid(749875-16-9)

Safety Data

• Hazardous Substances Data: 749875-16-9(Hazardous Substances Data)

Usage

Description

5-Bromo-2-trifluoromethyl-isonicotinic acid, also known as 5-Bromo-2-(trifluoromethyl)pyridine-4-carboxylic acid, is an organic compound that serves as a crucial raw material and intermediate in various chemical industries. It is characterized by the presence of a bromine atom at the 5th position, a trifluoromethyl group at the 2nd position, and a carboxylic acid group at the 4th position on the pyridine ring. This unique molecular structure endows it with versatile properties and potential applications in different fields.

Uses

Used in Organic Synthesis:
5-Bromo-2-trifluoromethyl-isonicotinic acid is used as a key intermediate in organic synthesis for the production of various chemical compounds. Its unique structure allows for further functionalization and modification, making it a valuable building block for the synthesis of complex organic molecules.
Used in Pharmaceuticals:
In the pharmaceutical industry, 5-Bromo-2-trifluoromethyl-isonicotinic acid is utilized as an important raw material for the development of new drugs. Its specific molecular features can be exploited to design and synthesize novel pharmaceutical agents with potential therapeutic applications.
Used in Agrochemicals:
5-Bromo-2-trifluoromethyl-isonicotinic acid is also employed as a vital intermediate in the agrochemical sector. It can be used to synthesize various agrochemical products, such as pesticides and herbicides, which are essential for crop protection and agricultural productivity.
Used in Dyestuff:
In the dyestuff industry, 5-Bromo-2-trifluoromethyl-isonicotinic acid serves as a crucial raw material for the production of dyes and pigments. Its unique chemical properties enable the creation of a wide range of colorants with diverse applications in textiles, plastics, and other industries.

Upstream product

• 124-38-9 carbon dioxide 
• 436799-32-5 5-bromo-2(trifluoromethyl)pyridine 

Downstream Products

• 1070892-03-3 5-bromo-2-trifluoromethylisonicotinamide 
• 1070892-04-4 5-bromo-2-trifluoromethylisonicotinonitrile 
• 1070892-93-1 4-chloro-2-methoxy-5-(6-trifluoromethyl-pyridin-3-yl)-benzoyl chloride 
• 1070892-92-0 4-chloro-5-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-2-methoxy-benzoic acid 
• 1070891-28-9 4-chloro-5-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-N-(2,6-dimethyl-phenyl)-2-methoxy-N-methyl-benzamide 
• 1070892-94-2 4-chloro-5-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-N-(2,6-dimethyl-phenyl)-2-methoxy-benzamide 
• 1070890-41-3 4-[5-chloro-4-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-2-(methyl-o-tolyl-carbamoyl)-phenoxy]-butyric acid 
• 1070892-55-5 4-[5-chloro-4-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-2-(methyl-o-tolyl-carbamoyl)-phenoxy]-butyric acid tert-butyl ester 
• 1070973-29-3 5-(2-chloro-4-methoxy-phenyl)-2-trifluoromethylisonicotinonitrile 
• 1070973-30-6 4-chloro-5-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-2-methoxy-benzenesulfonyl chloride 
• 1070973-28-2 4-chloro-5-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-2-methoxy-N-methyl-N-phenyl-benzenesulfonamide 
• 1070973-61-3 4-chloro-5-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-2-hydroxy-N-methyl-N-phenyl-benzenesulfonamide 
• 1070973-59-9 [5-chloro-4-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-2-(methyl-phenyl-sulfamoyl)-phenoxy]-acetic acid 
• 1070973-60-2 [5-chloro-4-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-2-(methyl-phenyl-sulfamoyl)-phenoxy]-acetic acid tert-butyl ester 

Relevant articles and documents

GONADOTROPIN-RELEASING HORMONE RECEPTOR ANTAGONISTS AND METHODS RELATING THERETO

GnRH receptor antagonists are disclosed which have utility in the treatment of a variety of sex-hormone related conditions in both men and women. The compounds of this invention have the structure, wherein R1a, R1b, R1c, R1d, R2, R2a, and A are as defined herein, including stereoisomers, esters, solvates and pharmaceutically acceptable salts thereof. Also disclosed are compositions containing a compound of this invention in combination with a pharmaceutically acceptable carrier, as well as methods relating to the use thereof for antagonizing gonadotropin-releasing hormone in a subject in need thereof.

Further metalations and functionalizations of chloro-, bromo- and iodo(trifluoromethyl)pyridines

In accordance with the concept of regioexhaustive functionalization, both 3-chloro-2-(trifluoromethyl)pyridine and 2-bromo-6-(trifluoromethyl)pyridine were converted each time into the three possible carboxylic acids (1, 4 and 5 and 6, 9 and 12, respectively). 2-Bromo-4-(trifluoromethyl)pyridine, 2-bromo-5-(trifluoromethyl)pyridine, 2-iodo-4-(trifluoromethyl)pyridine and 4-iodo-2-(trifluoromethyl)pyridine were selectively deprotonated and subsequently carboxylated at the respective 3-positions thus affording the acids 13-16. Finally, the N-pivaloyl-protected 2-amino-3-chloro-5-(trifluoromethyl) pyridine was deprotonated at the 4-position and the intermediate trapped with iodine and benzaldehyde to provide, after amide cleavage, the aminopyridines 17 and 18.