5-Amino-3-bromo-2-methylpyridine

Name: 5-Amino-3-bromo-2-methylpyridine
Brand: ChemScene
Availability: InStock
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CAS No. 186593-43-1
Cat. No. CS-W003452
Purity≥98%
MDL No.MFCD08060462

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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5-Amino-3-bromo-2-methylpyridine|CS-W003452

Structure of 186593-43-1

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General Information

CAS No. 186593-43-1
Cat. No. CS-W003452
Purity ≥98%
MDL No. MFCD08060462
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇BrN₂
Molecular Weight 187.04
Synonym(s) 5-Amino-3-bromo-2-picoline
SMILES Nc1cnc(c(c1)Br)C

Description

5-Amino-3-bromo-2-methylpyridine features a pyridine core functionalized with amino, bromo, and methyl groups at strategic positions, enabling selective coupling reactions. The electron-donating amino group enhances reactivity in cross-coupling processes, while the bromo substituent serves as a reliable handle for palladium-catalyzed transformations. This molecule combines synthetic versatility with robust stability under standard conditions.

Application

5-Amino-3-bromo-2-methylpyridine serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling direct functionalization at multiple sites. The amino group facilitates nucleophilic substitution and coupling reactions, while the bromo substituent supports palladium-catalyzed cross-couplings such as Suzuki-Miyaura and Stille reactions. The methyl group enhances metabolic stability and influences regioselectivity in electrophilic substitutions. This compound exhibits excellent bench stability and compatibility with standard purification techniques, making it ideal for scalable synthesis of advanced pyridine-based scaffolds.

Synthesis

Route1
- In-stock
  
  186593-42-0
- 7439-89-6
- ~86%
- In-stock
  
  186593-43-1
References
- Abbott Laboratories Patent: US6133253 A1, 2000 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 38.91
LogP 1.73472
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Building Blocks for Pharmaceutical Ingredients

Key Words

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5-Amino-3-bromo-2-methylpyridine

CAS No. 186593-43-1

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