5-Iodopyrimidin-4-amine

Name: 5-Iodopyrimidin-4-amine
Brand: ChemScene
Availability: InStock
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CAS No. 91416-96-5
Cat. No. CS-W009207
Purity≥98%
MDL No.MFCD09999223

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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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General Information

CAS No. 91416-96-5
Cat. No. CS-W009207
Purity ≥98%
MDL No. MFCD09999223
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₄IN₃
Molecular Weight 221.00
Synonym(s) 4-Amino-5-iodopyrimidine
SMILES NC1=NC=NC=C1I

Description

5-Iodopyrimidin-4-amine serves as a reactive heterocyclic building block for C–N cross-coupling reactions. The iodine substituent enables palladium-catalyzed transformations, while the amine group provides a handle for further functionalization. This compound exhibits bench-stable handling and compatibility with diverse reaction conditions in synthetic methodology.

Application

5-Iodopyrimidin-4-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its reactive iodide moiety. The pyrimidine scaffold provides structural rigidity and hydrogen-bonding capability, while the amine group offers a handle for derivatization. Bench-stable and compatible with diverse functional groups, it facilitates efficient synthesis of heterocyclic scaffolds found in kinase inhibitors and antiviral agents.

Synthesis

Route1
- 163133-86-6
- ~98%
- In-stock
  
  91416-96-5
References
- Jovanovic, Misa V. Heterocycles, 1984 , vol. 22, # 5 p. 1195 - 1210

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 51.8
LogP 0.6634
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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5-Iodopyrimidin-4-amine

CAS No. 91416-96-5

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