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

Uses

5-Bromo-2-(trifluoromethyl)pyridine-4-carboxylic acid, is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

Upstream product

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

Downstream Products

• 944904-60-3 5-bromo-2-(trifluoromethyl)isonicotinaldehyde 
• 1070973-01-1 4-[5-chloro-4-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-2-(2,3,4,5-tetrahydro-benzo[b]azepine-1-sulfonyl)-phenoxy]-butyric acid tert-butyl ester 
• 1070973-20-4 4-[5-chloro-4-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-2-(4,4-dimethyl-3,4-dihydro-2H-quinoline-1-sulfonyl)-phenoxy]-butyric acid 
• 1070973-07-7 4-[5-chloro-4-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-2-(2,3,4,5-tetrahydro-benzo[b]azepine-1-sulfonyl)-phenoxy]-butyric acid 
• 1070973-14-6 5-[2-chloro-5-(4,4-dimethyl-3,4-dihydro-2H-quinoline-1-sulfonyl)-4-(4-hydroxy-butoxy)-phenyl]-2-trifluoromethyl-isonicotinonitrile 
• 1070973-41-9 4-[5-chloro-4-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-2-(methyl-pyridin-2-yl-sulfamoyl)-phenoxy]-butyric acid 
• 1070973-54-4 4-chloro-5-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-2-(4-hydroxy-butoxy)-N-methyl-N-pyridin-2-yl-benzenesulfonamide 
• 1070973-60-2 [5-chloro-4-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-2-(methyl-phenyl-sulfamoyl)-phenoxy]-acetic acid tert-butyl ester 
• 1070973-59-9 [5-chloro-4-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-2-(methyl-phenyl-sulfamoyl)-phenoxy]-acetic acid 
• 1070973-61-3 4-chloro-5-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-2-hydroxy-N-methyl-N-phenyl-benzenesulfonamide 
• 1070973-28-2 4-chloro-5-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-2-methoxy-N-methyl-N-phenyl-benzenesulfonamide 
• 1070973-30-6 4-chloro-5-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-2-methoxy-benzenesulfonyl chloride 
• 1070973-29-3 5-(2-chloro-4-methoxy-phenyl)-2-trifluoromethylisonicotinonitrile 
• 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 

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.