5-Bromo-4,6-dimethylpyridin-2-amine

Name: 5-Bromo-4,6-dimethylpyridin-2-amine
Brand: ChemScene
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CAS No. 89856-44-0
Cat. No. CS-W015565
Molecule weight201.06
Purity≥98%
MDL No.MFCD00151793

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Excepted Quantity	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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5-Bromo-4,6-dimethylpyridin-2-amine|CS-W015565

Structure of 89856-44-0

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General Information

CAS No. 89856-44-0
Cat. No. CS-W015565
Purity ≥98%
MDL No. MFCD00151793
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₉BrN₂
Molecular Weight 201.06
Synonym(s) 2-pyridinamine, 5-bromo-4,6-dimethyl-
SMILES NC1=NC(C)=C(Br)C(C)=C1

Description

5-Bromo-4,6-dimethylpyridin-2-amine features a pyridine core functionalized with bromo and methyl groups at strategic positions, enabling selective coupling in cross-coupling reactions. The electron-deficient nitrogen atom enhances reactivity in palladium-catalyzed transformations. This bench-stable derivative integrates readily into complex molecular architectures under standard conditions.

Application

5-Bromo-4,6-dimethylpyridin-2-amine serves as a versatile building block in medicinal chemistry and catalytic synthesis. The bromine substituent enables palladium-catalyzed cross-coupling reactions, while the pyridin-2-amine functionality provides a robust site for metal coordination and further derivatization. Its methyl groups enhance stability and modulate electronic properties, contributing to favorable solubility and handling characteristics. This compound facilitates efficient access to substituted heterocycles and functionalized scaffolds common in API development.

Synthesis

Route1
- In-stock
  
  5407-87-4
- ~86%
- In-stock
  
  89856-44-0
References
- Crawford, Jason B.; Chen, Gang; Carpenter, Bryon; Wilson, Trevor; Ji, Jenny; Skerlj, Renato T.; Bridger, Gary J. Organic Process Research and Development, 2012 , vol. 16, # 1 p. 109 - 116
Route2
- In-stock
  
  128-08-5
- In-stock
  
  5407-87-4
- ~83%
- In-stock
  
  89856-44-0
References
- Merck and Co. Inc. Patent: US5693812 A1, 1997 ; US 5693812 A
Route3
- 99179-94-9
- ~%
- In-stock
  
  89856-44-0
References
- Journal of the American Chemical Society, , vol. 74, p. 1916,1918

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 1759
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H317-H318
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 38.91
LogP 2.04314
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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5-Bromo-4,6-dimethylpyridin-2-amine

CAS No. 89856-44-0

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