2-Chloro-4-iodo-6-(trifluoromethoxy)pyridine

Name: 2-Chloro-4-iodo-6-(trifluoromethoxy)pyridine
Brand: ChemScene
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CAS No. 1221171-96-5
Cat. No. CS-W006951
Purity≥98%
MDL No.MFCD22571776

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2-Chloro-4-iodo-6-(trifluoromethoxy)pyridine|CS-W006951

Structure of 1221171-96-5

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General Information

CAS No. 1221171-96-5
Cat. No. CS-W006951
Purity ≥98%
MDL No. MFCD22571776
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₂ClF₃INO
Molecular Weight 323.44
Synonym(s) 2-chloro-4-iodo-6-trifluoromethoxypyridine
SMILES FC(F)(F)OC1=CC(I)=CC(Cl)=N1

Description

2-Chloro-4-iodo-6-(trifluoromethoxy)pyridine features a trifluoromethoxy group that enhances electron-withdrawal and metabolic stability, while the ortho-chloro and para-iodo substituents enable selective cross-coupling reactions. This pyridine scaffold serves as a key building block in medicinal chemistry for constructing bioactive heterocycles under standard conditions.

Application

2-Chloro-4-iodo-6-(trifluoromethoxy)pyridine serves as a versatile building block for late-stage functionalization in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions with high chemoselectivity. The trifluoromethoxy group enhances metabolic stability and lipophilicity, while the orthogonal halogenation pattern facilitates sequential transformations. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for constructing complex heterocyclic scaffolds in API development.

Synthesis

Route1
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  1221171-95-4
- ~82%
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  1221171-96-5
References
- Manteau, Baptiste; Genix, Pierre; Brelot, Lydia; Vors, Jean-Pierre; Pazenok, Sergiy; Giornal, Florence; Leuenberger, Charlotte; Leroux, Frederic R. European Journal of Organic Chemistry, 2010 , # 31 p. 6043 - 6066

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

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Computational Chemistry Data

TPSA 22.12
LogP 3.2382
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Chloro-4-iodo-6-(trifluoromethoxy)pyridine

CAS No. 1221171-96-5

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