4-Iodopyridin-2-amine

Name: 4-Iodopyridin-2-amine
Brand: ChemScene
Availability: InStock
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CAS No. 552331-00-7
Cat. No. CS-0040803
Purity≥97%
MDL No.MFCD09038163

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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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Description

4-Iodopyridin-2-amine serves as a key building block in the synthesis of functionalized heterocycles, particularly in palladium-catalyzed cross-coupling reactions. The iodine atom enables efficient C–X bond activation, while the pyridin-2-amine moiety provides a directing group for regioselective transformations. This compound exhibits robust stability under standard conditions and facilitates the rapid assembly of complex molecular architectures in medicinal chemistry and materials science applications.

Application

4-Iodopyridin-2-amine serves as a versatile building block in cross-coupling chemistry, enabling efficient access to substituted pyridines via palladium-catalyzed reactions. The iodide group provides high reactivity in Suzuki, Stille, and Negishi couplings, while the ortho-amine functions as a directing group or handles as a hydrogen-bond donor in downstream transformations. Bench-stable and readily purified by chromatography, it facilitates rapid scaffold diversification in medicinal chemistry and materials science applications.

General Information

CAS No. 552331-00-7
Cat. No. CS-0040803
Purity ≥97%
MDL No. MFCD09038163
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₅IN₂
Molecular Weight 220.01
Synonym(s) 4-lodopyridin-2-aMine
SMILES NC1=NC=CC(I)=C1

Computational Chemistry Data

TPSA 38.91
LogP 1.2684
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

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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Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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4-Iodopyridin-2-amine

CAS No. 552331-00-7

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