875051-80-2

Basic information

• Product Name: 6-amino-5-bromo-N-methylpicolinamide
• Synonyms: 6-amino-5-bromo-N-methylpicolinamide
• CAS NO: 875051-80-2
• Molecular Formula: C7H8BrN3O
• Molecular Weight: 230.07
• Mol File: 875051-80-2.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6-amino-5-bromo-N-methylpicolinamide(CAS DataBase Reference)
• NIST Chemistry Reference: 6-amino-5-bromo-N-methylpicolinamide(875051-80-2)
• EPA Substance Registry System: 6-amino-5-bromo-N-methylpicolinamide(875051-80-2)

Safety Data

• Hazardous Substances Data: 875051-80-2(Hazardous Substances Data)

Upstream product

• 74-89-5 methylamine 
• 178876-82-9 6-amino-5-bromo-pyridine-2-carboxylic acid methyl ester 
• 1214336-44-3 methyl 5-bromo-6-fluoropyridine-2-carboxylate 
• 1616667-62-9 C₇H₆BrFN₂O 
• 29682-15-3 methyl 5-bromopicolinate 
• 126325-46-0 2-amino-3-bromo-6-methyl-pyridine 
• 875051-81-3 C₈H₆BrN₂O₃^(1-)*K⁽¹⁺⁾ 
• 875051-78-8 N-(3-bromo-6-methylpyridin-2-yl)acetamide 

Relevant articles and documents

C-H FLUORINATION OF HETEROCYCLES WITH SILVER (II) FLUORIDE

The present invention provides compositions and methods for the selective C-H fluorination of nitrogen-containing heteroarenes with AgF2, which has previously been considered too reactive for practical, selective C-H fluorination. Fluorinated heteroarenes are prevalent in numerous pharmaceuticals, agrochemicals and materials. However, the reactions used to introduce fluorine into these molecules require pre-functionalized substrates or the use of F2 gas. The present invention provides a mild and general method for the C-H fluorination of nitrogen-containing heteroarene compounds to 2-fluoro-heteroarenes with commercially available AgF2. In various embodiments, these reactions occur at ambient temperature within one hour and occur with exclusive selectivity for fluorination at the 2-position. Exemplary reaction conditions are effective for fluorinating diazine heteroarenes to form a single fluorinated isomer.

Synthesis and late-stage functionalization of complex molecules through C-H fluorination and nucleophilic aromatic substitution

We report the late-stage functionalization of multisubstituted pyridines and diazines at the position α to nitrogen. By this process, a series of functional groups and substituents bound to the ring through nitrogen, oxygen, sulfur, or carbon are installed. This functionalization is accomplished by a combination of fluorination and nucleophilic aromatic substitution of the installed fluoride. A diverse array of functionalities can be installed because of the mild reaction conditions revealed for nucleophilic aromatic substitutions (SNAr) of the 2-fluoroheteroarenes. An evaluation of the rates for substitution versus the rates for competitive processes provides a framework for planning this functionalization sequence. This process is illustrated by the modification of a series of medicinally important compounds, as well as the increase in efficiency of synthesis of several existing pharmaceuticals.

PYRIDINE DERIVATIVES

The present invention relates to compounds of the formula (I) and pharmaceutically acceptable salts and solvates thereof, to processes for the preparation of, intermediates used in the preparation of, and compositions containing such compounds and the uses of such compounds for the treatment of pain.