2-Bromo-4-chloropyridine

Name: 2-Bromo-4-chloropyridine
Brand: ChemScene
Availability: InStock
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CAS No. 22918-01-0
Cat. No. CS-W003129
Purity≥97%
MDL No.MFCD03840757

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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 22918-01-0

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General Information

CAS No. 22918-01-0
Cat. No. CS-W003129
Purity ≥97%
MDL No. MFCD03840757
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₃BrClN
Molecular Weight 192.44
Synonym(s) None
SMILES BrC1=CC(Cl)=CC=N1

Description

2-Bromo-4-chloropyridine is a halogenated pyridine derivative featuring complementary reactive sites for cross-coupling and functionalization. The bromine at the 2-position enables palladium-catalyzed transformations, while the chlorine at the 4-position offers orthogonal reactivity. This bifunctional architecture supports modular synthesis in medicinal chemistry and materials science.

Application

2-Bromo-4-chloropyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo group facilitates efficient Suzuki, Stille, or Negishi coupling, while the chloro substituent offers stability under reaction conditions. This compound exhibits excellent bench stability and is readily purified by distillation or recrystallization, making it ideal for scalable synthesis of pharmaceutical intermediates and functionalized pyridine scaffolds.

Synthesis

Route1
- In-stock
  
  19798-80-2
- ~90%
- In-stock
  
  22918-01-0
References
- SMITHKLINE BEECHAM CORPORATION; VITAE PHARMACEUTICALS, INC. Patent: WO2008/124582 A1, 2008 ; Location in patent: Page/Page column 92-93 ; WO 2008/124582 A1
Route2
- 626-61-9
- ~49%
- In-stock
  
  22918-01-0
References
- Choppin, Sabine; Gros, Philippe; Fort, Yves European Journal of Organic Chemistry, 2001 , # 3 p. 603 - 606

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 1759
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-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 2.4975
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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2-Bromo-4-chloropyridine

CAS No. 22918-01-0

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