2-Chloro-5-iodo-4-methylpyridine

Name: 2-Chloro-5-iodo-4-methylpyridine
Brand: ChemScene
Availability: InStock
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CAS No. 550347-54-1
Cat. No. CS-0097905
Purity≥97%
MDL No.MFCD13185454

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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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2-Chloro-5-iodo-4-methylpyridine|CS-0097905

Structure of 550347-54-1

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General Information

CAS No. 550347-54-1
Cat. No. CS-0097905
Purity ≥97%
MDL No. MFCD13185454
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅ClIN
Molecular Weight 253.47
Synonym(s) Pyridine, 2-chloro-5-iodo-4-methyl-
SMILES CC1=CC(Cl)=NC=C1I

Description

2-Chloro-5-iodo-4-methylpyridine features a trifunctional pyridine core with complementary halogen handles enabling sequential cross-coupling. The chlorine and iodine positions facilitate palladium-catalyzed transformations under standard conditions, while the methyl group provides steric and electronic modulation. This molecule serves as a key scaffold for constructing complex heterocyclic architectures in medicinal chemistry and materials science.

Application

2-Chloro-5-iodo-4-methylpyridine serves as a versatile building block in medicinal chemistry and catalytic cross-coupling reactions. The ortho-chloro and meta-iodo substituents enable sequential functionalization via palladium-catalyzed couplings, while the methyl group provides steric and electronic modulation. Bench-stable and compatible with standard reaction conditions, it facilitates efficient access to substituted pyridine scaffolds prevalent in API development.

Synthesis

Route1
- In-stock
  
  356561-08-5
- ~75%
- In-stock
  
  550347-54-1
References
- Abe, Hideki; Arai, Yumiko; Aoyagi, Sakae; Kibayashi, Chihiro Tetrahedron Letters, 2003 , vol. 44, # 14 p. 2971 - 2973
Route2
- In-stock
  
  695-34-1
- ~%
- In-stock
  
  550347-54-1
References
- Tetrahedron Letters, , vol. 44, # 14 p. 2971 - 2973

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

Quality Control

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Computational Chemistry Data

TPSA 12.89
LogP 2.64802
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Chloro-5-iodo-4-methylpyridine

CAS No. 550347-54-1

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