2-Amino-4-iodopyrimidine

Name: 2-Amino-4-iodopyrimidine
Brand: ChemScene
Availability: InStock
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CAS No. 815610-16-3
Cat. No. CS-0054051
Purity≥96%
MDL No.MFCD12406140

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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 815610-16-3

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General Information

CAS No. 815610-16-3
Cat. No. CS-0054051
Purity ≥96%
MDL No. MFCD12406140
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₄IN₃
Molecular Weight 221.00
Synonym(s) 4-Iodo-pyrimidin-2-ylamine
SMILES IC1=NC(N)=NC=C1

Description

2-Amino-4-iodopyrimidine is a bench-stable, electron-deficient pyrimidine derivative featuring a strategically positioned iodine atom and an amino group at adjacent ring positions. This combination enables direct functionalization in cross-coupling reactions and facilitates incorporation into bioactive scaffolds. The compound serves as a key building block for pharmaceutical intermediates and advanced materials.

Application

2-Amino-4-iodopyrimidine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions for the construction of biologically relevant pyrimidine scaffolds. Its iodine handle facilitates efficient C–C and C–N bond formation under standard conditions, while the amino group offers additional sites for derivatization. The compound exhibits good bench stability and is readily purified by crystallization, supporting its use in multi-step syntheses and API development workflows.

Synthesis

Route1
- In-stock
  
  3993-78-0
- ~95%
- In-stock
  
  815610-16-3
References
- Reichelt, Andreas; Bailis, Julie M.; Bartberger, Michael D.; Yao, Guomin; Shu, Hong; Kaller, Matthew R.; Allen, John G.; Weidner, Margaret F.; Keegan, Kathleen S.; Dao, Jennifer H. European Journal of Medicinal Chemistry, 2014 , vol. 80, p. 364 - 382

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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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-4-iodopyrimidine

CAS No. 815610-16-3

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