2-Chloro-5-iodo-3-methylpyridine

Name: 2-Chloro-5-iodo-3-methylpyridine
Brand: ChemScene
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CAS No. 59782-89-7
Cat. No. CS-0112990
Purity≥98%
MDL No.MFCD09037455

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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+
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2-Chloro-5-iodo-3-methylpyridine|CS-0112990

Structure of 59782-89-7

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General Information

CAS No. 59782-89-7
Cat. No. CS-0112990
Purity ≥98%
MDL No. MFCD09037455
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅ClIN
Molecular Weight 253.47
Synonym(s) 2-CHLORO-5-IODO-3-PICOLINE
SMILES CC1=CC(I)=CN=C1Cl

Description

2-Chloro-5-iodo-3-methylpyridine features a trifunctional pyridine core with orthogonal reactivity, enabling selective cross-coupling in late-stage functionalization. The chlorine and iodine substituents serve as distinct handles for Pd-catalyzed transformations, while the methyl group enhances solubility and modulates electronic properties. This scaffold supports efficient diversification in medicinal chemistry and materials synthesis under standard conditions.

Application

2-Chloro-5-iodo-3-methylpyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The chloro group facilitates Suzuki or Negishi couplings, while the iodo substituent offers high reactivity in Stille or Sonogashira transformations. Bench-stable and compatible with common protecting groups, it supports efficient synthesis of substituted pyridine scaffolds for drug discovery applications.

Synthesis

Route1
- In-stock
  
  166266-19-9
- ~%
- In-stock
  
  59782-89-7
References
- US6372766 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-H312-H315-H319-H332-H335
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-P403+P233-P405-P501

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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-3-methylpyridine

CAS No. 59782-89-7

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