4-Bromo-6-methylpyridin-2-amine

CAS No. 524718-27-2
Cat. No. CS-0019214
Purity≥97%
MDL No.MFCD08062948

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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4-Bromo-6-methylpyridin-2-amine|CS-0019214

Structure of 524718-27-2

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General Information

CAS No. 524718-27-2
Cat. No. CS-0019214
Purity ≥97%
MDL No. MFCD08062948
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇BrN₂
Molecular Weight 187.04
Synonym(s) 4-Bromo-6-methyl-pyridin-2-ylamine
SMILES NC1=NC(C)=CC(Br)=C1

Description

4-Bromo-6-methylpyridin-2-amine features a pyridine core functionalized with bromo and methyl groups at the 4- and 6-positions, respectively, and an amino group at C2. This arrangement imparts electron-rich character and directional reactivity, enabling efficient coupling in cross-coupling reactions. The compound exhibits good bench stability and solubility in common organic solvents, facilitating its use in synthetic workflows for pharmaceutical intermediates and functional materials.

Application

4-Bromo-6-methylpyridin-2-amine serves as a versatile building block in medicinal chemistry and process development, enabling palladium-catalyzed cross-coupling reactions due to its bromine substituent. The pyridin-2-amine core provides a robust platform for ligand design and heterocycle elaboration, while the methyl group enhances metabolic stability and modulates electronic properties. Its bench-stable nature and compatibility with standard synthetic protocols facilitate efficient incorporation into complex molecular architectures.

Synthesis

Route1
- In-stock
  
  79055-52-0
- ~6%
- In-stock
  
  524718-27-2
References
- Alanine, Alexander; Buettelmann, Bernd; Heitz Neidhart, Marie-Paule; Pinard, Emmanuel; Wyler, Rene Patent: US2003/119870 A1, 2003 ;
Route2
- In-stock
  
  79055-52-0
- ~4%
- 89464-77-7
- In-stock
  
  79055-59-7
- In-stock
  
  524718-27-2
References
- Buettelmann, Bernd; Alanine, Alexander; Bourson, Anne; Gill, Ramanjit; Heitz, Marie-Paule; Mutel, Vincent; Pinard, Emmanuel; Trube, Gerhard; Wyler, Rene Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 10 p. 1759 - 1762

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

Key Words

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4-Bromo-6-methylpyridin-2-amine

CAS No. 524718-27-2

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