2-Amino-5-iodopyrimidine

Name: 2-Amino-5-iodopyrimidine
Brand: ChemScene
Availability: InStock
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CAS No. 1445-39-2
Cat. No. CS-W005410
Purity≥97%
MDL No.MFCD01075666

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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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Structure of 1445-39-2

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General Information

CAS No. 1445-39-2
Cat. No. CS-W005410
Purity ≥97%
MDL No. MFCD01075666
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₄IN₃
Molecular Weight 221.00
Synonym(s) Amine-5-Iodopyrimidin, 2-
SMILES NC1=NC=C(I)C=N1

Description

2-Amino-5-iodopyrimidine is a bench-stable heterocyclic building block featuring a reactive iodine atom at the 5-position and an amino group at the 2-position. This combination enables direct coupling in palladium-catalyzed cross-coupling reactions, facilitating rapid access to functionalized pyrimidine derivatives for medicinal chemistry and materials science applications.

Application

2-Amino-5-iodopyrimidine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions to construct biologically relevant pyrimidine scaffolds. The iodine substituent facilitates reliable C–C and C–N bond formation under standard conditions, while the amino group offers direct functionalization potential. This compound exhibits good bench stability and is compatible with diverse reaction environments, making it ideal for the synthesis of kinase inhibitors and other heterocyclic drug candidates.

Synthesis

Route1
- In-stock
  
  109-12-6
- ~94%
- In-stock
  
  1445-39-2
References
- Jovanovic, Misa V. Heterocycles, 1984 , vol. 22, # 5 p. 1195 - 1210
Route2
- In-stock
  
  109-12-6
- 1600-27-7
- 7732-18-5
- ~%
- In-stock
  
  1445-39-2
References
- Journal of the American Chemical Society, , vol. 70, p. 157,158

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 1759
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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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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2-Amino-5-iodopyrimidine

CAS No. 1445-39-2

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