142404-84-0

Basic information

• Product Name: 2-ACETYLAMINO-5-BROMO-6-METHYLPYRIDINE
• Synonyms: 2-Acetamido-5-Bromo-6-Picoline;2-Acetamido-5-bromo-6-methylpyridine 98%;2-Acetamido-5-bromo-6-picoline, 2-(Acetylamino)-5-bromo-6-methylpyridine;N-(5-Bromo-6-methylpyridin-2-yl)acetamide;6-Acetamido-3-bromo-ALPHA-picoline;2-Acetamido-5-bromo-6-methylpyridine;2-Acetylamino-5-bromo-6-methylpyridine ,97%;Acetamide, N-(5-bromo-6-methyl-2-pyridinyl)-
• CAS NO: 142404-84-0
• Molecular Formula: C₈H₉BrN₂O
• Molecular Weight: 229.07386
• Product Categories: blocks;Bromides;Pyridines;Pyridine
• Mol File: 142404-84-0.mol

Chemical Properties

• Melting Point: 154-158 °C(lit.)
• Boiling Point: 352.8 °C at 760 mmHg
• Flash Point: 167.2 °C
• Appearance: /
• Density: 1.545 g/cm³
• Vapor Pressure: 3.74E-05mmHg at 25°C
• Refractive Index: 1.606
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-ACETYLAMINO-5-BROMO-6-METHYLPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ACETYLAMINO-5-BROMO-6-METHYLPYRIDINE(142404-84-0)
• EPA Substance Registry System: 2-ACETYLAMINO-5-BROMO-6-METHYLPYRIDINE(142404-84-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22-37/38-41-42/43
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 142404-84-0(Hazardous Substances Data)

Usage

Chemical Properties

White solid

InChI:InChI=1/C8H9BrN2O/c1-5-7(9)3-4-8(10-5)11-6(2)12/h3-4H,1-2H3,(H,10,11,12)

Upstream product

• 42753-71-9 5-bromo-6-methyl-pyridin-2-ylamine 
• 108-24-7 acetic anhydride 
• 5327-33-3 2-acetylamino-6-methylpyridine 
• 127-09-3 sodium acetate 
• 75-36-5 acetyl chloride 

Downstream Products

• 882430-69-5 6-acetamido-3-bromopicolinic acid 
• 904326-87-0 N-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)acetamide 

Relevant articles and documents

ADAMANTYL DERIVATES AS P2X7 RECEPTOR ANTAGONISTS

The invention provides compounds of formula (I) pharmaceutically acceptable salt or solvate thereof, in which R1, A1, m and A are as defined in the specification; a process for their preparation; pharmaceutical compositions containin

Palladium-catalyzed cross-coupling reactions of pyridylboronic acids with heteroaryl halides bearing a primary amine group: Synthesis of highly substituted bipyridines and pyrazinopyridines

(Chemical Equation Presented). A range of halogenated aromatics and heteroaromatics bearing a primary amine group are shown to be suitable substrates for Suzuki cross-coupling reactions with arylboronic acids and pyridylboronic acids under standard conditions, without the need for protection/deprotection steps. New amino-substituted arylpyridines, bipyridines, and pyrazinopyridines have thereby been obtained. Conditions for the efficient syntheses of 2-methoxy-5-pyridylboronic acid 1 and 2-methoxy-3-pyridylboronic acid 2 in ca. 75 g batches have been defined. A 2-fold reaction of 2-amino-5-bromopyrazine with 2,5-dimethoxy-1,4-benzenediboronic acid affords 1,4-dimethoxy-2,5-bis[2-(5-aminopyrazyl)]benzene 31. The X-ray crystal structures of 1 and 31·DMF are reported.

2-Ethoxy-3-pyridylboronic acid: A versatile reagent for the synthesis of highly-functionalised 3-aryl/heteroaryl-pyridines via Suzuki cross-coupling reactions

This paper describes the commercially-viable synthesis and isolation of 2-ethoxy-3-pyridylboronic acid on a ca. 70 g scale via a directed ortho-metalation reaction on readily-available 2-ethoxypyridine. A range of efficient cross-coupling reactions of 2-ethoxy-3-pyridylboronic acid with selected aryl/heteroaryl halides under palladium-catalysed Suzuki-Miyaura conditions yield novel 2-ethoxy-3-aryl/heteroaryl-pyridines in high yield (heteroaryl=pyridyl, pyrimidyl, pyrazyl). The X-ray crystal structure of 2-ethoxy-3-pyridylboronic acid reveals that the boronic acid group takes part in an intramolecular O-H?O bond with the adjacent ethoxy substituent, and an intermolecular O-H?N bond.

Side chain bromination of mono and dimethyl heteroaromatic and aromatic compounds by solid phase N-bromosuccinimide reaction without radical initiator under microwave

A series of side chain mono and dibromo derivatives of mono and dimethyl heteroaromatic and aromatic compounds (1-17) were synthesized by one step solid phase N-bromosuccinimide (NBS) reaction without radical initiator by microwave irradiation. The benzylic mono and dibromo products were exclusively preferred except in the case of 6-methylpyridine amides (8 and 9) where nuclear and also side chain bromination resulted. Naphthyridine systems resulted improved yields. By this method, we also report the synthesis of 2-pivaloylaminopterin-6- carbaldehyde.

N-bromosuccinimide reactions of some heterocycles in the presence or absence of water: An overview of ring versus side chain bromination for the synthesis of important brominated heterocyclic synthons

Reactions of various heterocycles 1-6 with N-bromosuccinimide in the presence or absence of water have been studied for side chain versus ring bromination to afford some new and important heterocyclic synthons. Interestingly, the N-bromosuccinimide reaction in the presence of perchloric acid, a new condition, affords exclusively the new dibromo aminopicoline 1f, which is not obtained by other presently studied methods.

Synthesis of Functionalized 3-Pyridyl Methyl Ketones

A synthesis of 3-pyridyl methyl ketones is described that employs a palladium-catalyzed olefination of 3-bromopyridines with butyl vinyl ether followed by acid hydrolysis of the intermediate pyridyl vinyl ether in situ. This method has been applied to bromoquinoline substrates as well. The reaction is compatible with a variety of functional groups.

Pyridine intermediates, useful in the synthesis of beta-adrenergic receptor agonists

The present invention relates to certain compounds of the formula (I), which are useful in the synthesis of certain β-adrenergic receptor agonists. The invention also relates to a process for synthesizing the compounds of formula (I) and to compounds of t

Method of producing 2-acyl amino 5-halogenopyridine compounds

A 2-amino-3-nitro-5-halogenopyridine is formed from a 2-acylaminopyridine by way of a 2-acylamino-5-halogenopyridine. The 2-acetamido-5-bromopyridine may be formed from the 2-acylaminopyridine by way of a 2-acylaminopyridinium-HBr3 salt.

Method of producing 2-amino-3-nitro-5-halogenopyridine

A 2-amino-3-nitro-5-halogenopyridine is formed from a 2-acylaminopyridine by way of a 2-acylamino-5-halogenopyridine. The 2-acetamido-5-bromopyridine may be formed from the 2-acylaminopyridine by way of a 2-acylaminopyridinium-HBr3 salt.