733805-18-0

Basic information

• Product Name: N-tert-butyl-6-chloro-4-(4-fluoro-2-methylphenyl)nicotinamide
• Synonyms: N-tert-butyl-6-chloro-4-(4-fluoro-2-methylphenyl)nicotinamide
• CAS NO: 733805-18-0
• Molecular Weight: 320.794
• Mol File: 733805-18-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N-tert-butyl-6-chloro-4-(4-fluoro-2-methylphenyl)nicotinamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-tert-butyl-6-chloro-4-(4-fluoro-2-methylphenyl)nicotinamide(733805-18-0)
• EPA Substance Registry System: N-tert-butyl-6-chloro-4-(4-fluoro-2-methylphenyl)nicotinamide(733805-18-0)

Safety Data

• Hazardous Substances Data: 733805-18-0(Hazardous Substances Data)

Upstream product

• 5326-23-8 6-Chloro-3-pyridinecarboxylic acid 
• 58757-38-3 6-Chloronicotinoyl chloride 
• 115309-58-5 N-tert-butyl-6-chloro-nicotinamide 
• 452-63-1 2-Bromo-5-fluorotoluene 

Relevant articles and documents

Efficient synthesis of novel NK1 receptor antagonists: Selective 1,4-addition of Grignard reagents to 6-chloronicotinic acid derivatives

A new efficient synthesis of two novel classes of NK1 receptor antagonists, among them befetupitant and netupitant, starting from 6-chloronicotinic acid is described. The introduction of the o-tolyl substituent at C(4) of the pyridine ring was achieved by a one-pot selective 1,4-Grignard addition/oxidation sequence to 6-chloronicotinic acid or a derivative of it. The scope of this addition/oxidation sequence was examined. It was also shown that the carboxylic function can be converted to a methyl amino group by a Hofmann rearrangement followed by reduction. Furthermore, a new high-yielding synthesis of 2-(3,5-bistrifluoromethylphenyl)-2-methyl propionic acid based on the carbonylation of the tertiary alcohol obtained by Grignard addition of 3,5-bis(trifluoromethyl)bromobenzene to acetone was established.