5-Bromo-2-chloro-4-methylpyridine

Name: 5-Bromo-2-chloro-4-methylpyridine
Brand: ChemScene
Availability: InStock
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CAS No. 778611-64-6
Cat. No. CS-W015300
Purity≥96%
MDL No.MFCD03427663

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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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5-Bromo-2-chloro-4-methylpyridine|CS-W015300

Structure of 778611-64-6

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General Information

CAS No. 778611-64-6
Cat. No. CS-W015300
Purity ≥96%
MDL No. MFCD03427663
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrClN
Molecular Weight 206.47
Synonym(s) None
SMILES CC1=CC(Cl)=NC=C1Br

Description

5-Bromo-2-chloro-4-methylpyridine features a tri-substituted pyridine core with distinct halogen and methyl functionalities. The bromo group at C5 enables facile cross-coupling, while the chloro moiety at C2 offers complementary reactivity. This electronic and steric profile supports efficient incorporation into complex heterocyclic architectures under standard conditions.

Application

5-Bromo-2-chloro-4-methylpyridine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The bromo group facilitates efficient Suzuki, Stille, or Negishi coupling, while the chloro and methyl functionalities provide orthogonal functionalization potential. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for constructing complex heterocyclic scaffolds in multi-step syntheses.

Synthesis

Route1
- In-stock
  
  53939-30-3
- 74-88-4
- ~49%
- In-stock
  
  778611-64-6
References
- Pierrat, Philippe; Gros, Philippe; Fort, Yves Synlett, 2004 , # 13 p. 2319 - 2322
Route2
- In-stock
  
  164513-38-6
- ~92%
- In-stock
  
  778611-64-6
References
- Wang, Han; Wen, Kun; Wang, Le; Xiang, Ye; Xu, Xiaocheng; Shen, Yongjia; Sun, Zhihua Molecules, 2012 , vol. 17, # 4 p. 4533 - 4544
Route3
- In-stock
  
  98198-48-2
- ~49%
- In-stock
  
  778611-64-6
References
- Cheng, Jie; Xu, Liang; Stevens, Edwin D.; Trudell, Mark L.; Izenwasser, Sari; Wade, Dean Journal of Heterocyclic Chemistry, 2004 , vol. 41, # 4 p. 569 - 574

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 1759
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 12.89
LogP 2.80592
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Building Blocks Functional Group Chloride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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5-Bromo-2-chloro-4-methylpyridine

CAS No. 778611-64-6

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