342416-98-2

Basic information

• Product Name: 6-CHLORO-N-METHYL-4-O-TOLYL-NICOTINAMIDE
• Synonyms: 6-CHLORO-N-METHYL-4-O-TOLYL-NICOTINAMIDE;3-PYRIDINECARBOXAMIDE, 6-CHLORO-N-METHYL-4-(2-METHYLPHENYL)-
• CAS NO: 342416-98-2
• Molecular Formula: C₁₄H₁₃ClN₂O
• Molecular Weight: 260.71882
• Mol File: 342416-98-2.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6-CHLORO-N-METHYL-4-O-TOLYL-NICOTINAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-CHLORO-N-METHYL-4-O-TOLYL-NICOTINAMIDE(342416-98-2)
• EPA Substance Registry System: 6-CHLORO-N-METHYL-4-O-TOLYL-NICOTINAMIDE(342416-98-2)

Safety Data

• Hazardous Substances Data: 342416-98-2(Hazardous Substances Data)

Usage

Chemical compound type

Derivative of nicotinamide

Functional groups

Chlorine atom, methyl group, o-tolyl group

Pharmacological activities

Potential antitumor and antimicrobial properties

Applications

Building block or intermediate in the synthesis of pharmaceuticals and agrochemicals

Research focus

Potential applications in medicinal chemistry

Upstream product

• 58757-38-3 6-Chloronicotinoyl chloride 
• 5326-23-8 6-Chloro-3-pyridinecarboxylic acid 

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.