98198-48-2

Basic information

• Product Name: 2-Amino-5-bromo-4-methylpyridine
• Synonyms: 5-BROMO-4-METHYL-PYRIDIN-2-YLAMINE;5-BROMO-4-METHYL-2-PYRIDINYLAMINE;2-AMINO-5-BROMO-GAMMA-PICOLINE;2-AMINO-5-BROMO-4-METHYLPYRIDINE;2-AMINO-5-BROMO-4-PICOLINE;2-AMINO-4-METHYL-5-BROMOPYRIDINE;2-Amino-5-bromo-4-methylpyridine 98%;2-AMINO-5-BROMO-4-PICOLINE (2-AMINO-5-BROMO-4-METHYLPYRIDINE)
• CAS NO: 98198-48-2
• Molecular Formula: C₆H₇BrN₂
• Molecular Weight: 187.04
• EINECS: -0
• Product Categories: Amines;blocks;Bromides;Pyridines;Pyridine;Bromopyridines;Halopyridines;Boronic Acid;C6Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Amino-pyridine series
• Mol File: 98198-48-2.mol
• Article Data: 12

Chemical Properties

• Melting Point: 148-151 °C(lit.)
• Boiling Point: 254.2 °C at 760 mmHg
• Flash Point: 107.5 °C
• Appearance: Cream/Powder
• Density: 1.5672 (rough estimate)
• Vapor Pressure: 0.0175mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: Soluble in methanol.
• PKA: 5.27±0.24(Predicted)
• CAS DataBase Reference: 2-Amino-5-bromo-4-methylpyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-5-bromo-4-methylpyridine(98198-48-2)
• EPA Substance Registry System: 2-Amino-5-bromo-4-methylpyridine(98198-48-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39-37
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 98198-48-2(Hazardous Substances Data)

Usage

Description

2-Amino-5-bromo-4-methylpyridine is an organic compound characterized by its light yellow crystalline structure. It features a pyridine ring with a bromine atom at the 5th position, a methyl group at the 4th position, and an amino group at the 2nd position. This unique arrangement of functional groups endows it with specific chemical properties that make it a valuable building block in the synthesis of various pharmaceuticals and agrochemicals.

Uses

Used in Pharmaceutical Industry:
2-Amino-5-bromo-4-methylpyridine is used as a pharmaceutical intermediate for the synthesis of a wide range of medications. Its versatile chemical structure allows it to be a key component in the development of drugs targeting various therapeutic areas, such as cardiovascular, neurological, and anti-inflammatory treatments.
Used in Agrochemical Industry:
In addition to its pharmaceutical applications, 2-Amino-5-bromo-4-methylpyridine is also utilized as an intermediate in the production of agrochemicals. Its chemical properties make it suitable for the synthesis of pesticides, herbicides, and other crop protection agents, contributing to enhanced crop yields and food security.
Used in Research and Development:
2-Amino-5-bromo-4-methylpyridine serves as a valuable compound in the field of scientific research and development. It is employed in the synthesis of novel compounds for biological and medicinal studies, as well as in the development of new synthetic methodologies and chemical reactions. This contributes to the advancement of knowledge in organic chemistry and the discovery of new therapeutic agents.

InChI:InChI=1/C6H7BrN2/c1-4-2-6(8)9-3-5(4)7/h2-3H,1H3,(H2,8,9)/p+1

Upstream product

• 695-34-1 2-Amino-4-methylpyridine 
• 5327-32-2 2-acetylamino-4-methylpyridine 
• 142404-82-8 N-(5-bromo-4-methylpyridin-2-yl)acetamide 

Downstream Products

• 100367-40-6 2-amino-3-nitro-4-methyl-5-bromopyridine 
• 164513-38-6 2-hydroxy-5-bromo-4-methylpyridine 
• 179555-10-3 2-amino-5-cyano-4-methylpyridine 
• 142404-82-8 N-(5-bromo-4-methylpyridin-2-yl)acetamide 
• 572912-29-9 2-amino-5-(4-methoxyphenyl)-4-methylpyridine 
• 748812-64-8 tert-butyl 5-bromo-4-methylpyridin-2-ylcarbamate 
• 778611-64-6 5-bromo-2-chloro-4-methylpyridine 
• 305329-35-5 2-[N,N-bis(tert-butoxycarbonyl)amino]-5-bromo-4-methylpyridine 
• 305329-37-7 C₁₇H₂₆N₂O₅ 
• 305329-38-8 5-bromomethyl-2-[N,N-bis(tert-butoxycarbonyl)amino]-4-methylpyridine 
• 305329-36-6 2-[N,N-bis(tert-butoxycarbonyl)amino]-5-(tert-butyldimethylsilanyloxymethyl)-4-methylpyridine 
• 305329-40-2 2-(6-[N,N-bis(tert-butoxycarbonyl)amino]-4-methylpyridin-3-ylmethyl)malonic acid monoethyl ester 
• 305329-39-9 2-(6-[N,N-bis(tert-butoxycarbonyl)amino]-4-methylpyridin-3-ylmethyl)malonic acid diethyl ester 
• 778611-65-7 5-bromo-4-(bromomethyl)-2-chloropyridine 

Relevant articles and documents

Preparation of a novel 1,4-pyridylphenylene derivative for synthesis of new rigid backbone conjugated polymers

High yield synthesis of 1,4-bis-(2-bromo-4-methyl-5-pyridyl)-benzene as monomer for conjugated polymers.

Preparation of the HIV Attachment Inhibitor BMS-663068. Part 1. Evolution of Enabling Strategies

The development of two enabling routes that led to the production of >1000 kg of BMS-663068 (3) is described. The route identified for the initial 100 kg delivery to support development activities and initial clinical trials involved the conversion of 2-amino-4-picoline to the parent active pharmaceutical ingredient (API), followed by pro-drug installation and deprotection. To eliminate the problematic isolation of the parent API and synthesis of di-t-butyl(chloromethyl)phosphate, a second-generation pro-drug installation route was developed which involved the conversion of a late-stage common intermediate to an N(1)-thioether derivative followed by chloromethylation, displacement with di-t-butylpotassium phosphate, and deprotection. This second strategy resulted in the multikilogram scale preparation of the API in 14 linear steps and ～7% overall yield.

A mild method for the regioselective bromination of 2-aminopyridines

An efficient and regioselective bromination of 2-aminopyridines was developed. The environmental friendly bromination occurs under mild and clean conditions using readily available 1-butylpyridinium bromide as the bromine source and hydrogen peroxide as the green oxidant.