4-Bromo-3,5-dimethylpyridine

Name: 4-Bromo-3,5-dimethylpyridine
Brand: ChemScene
Availability: InStock
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CAS No. 201286-65-9
Cat. No. CS-0093852
Purity≥96%
MDL No.MFCD09842455

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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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Structure of 201286-65-9

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General Information

CAS No. 201286-65-9
Cat. No. CS-0093852
Purity ≥96%
MDL No. MFCD09842455
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈BrN
Molecular Weight 186.05
Synonym(s) 4-Bromo-3,5-dimethylpyridine hydrochloride
SMILES CC1=CN=CC(C)=C1Br

Description

4-Bromo-3,5-dimethylpyridine features a pyridine core with strategically positioned bromo and methyl groups, enabling selective functionalization in cross-coupling reactions. The electron-rich dimethyl substitution enhances reactivity, while the bromine serves as a reliable coupling handle. This compound offers excellent stability under standard conditions and integrates seamlessly into synthetic pathways for pharmaceutical intermediates and advanced materials.

Application

4-Bromo-3,5-dimethylpyridine serves as a versatile building block in medicinal chemistry and catalytic cross-coupling reactions. The bromine substituent enables reliable Suzuki-Miyaura, Stille, and Negishi couplings, while the 3,5-dimethyl groups enhance stability and modulate electronic properties. Its bench-stable nature and compatibility with diverse reaction conditions facilitate efficient synthesis of substituted pyridines and complex heterocyclic scaffolds.

Synthesis

Route1
- 70564-92-0
- ~51%
- In-stock
  
  201286-65-9
References
- Diemer, Vincent; Chaumeil, Helene; Defoin, Albert; Fort, Alain; Boeglin, Alex; Carre, Christiane European Journal of Organic Chemistry, 2008 , # 10 p. 1767 - 1776
Route2
- 14248-66-9
- 7789-60-8
- ~%
- In-stock
  
  201286-65-9
References
- US6303600 B1, ; US 6303600 B1

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 12.89
LogP 2.46094
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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4-Bromo-3,5-dimethylpyridine

CAS No. 201286-65-9

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