4-Chloro-5-iodopyrimidine

Name: 4-Chloro-5-iodopyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 63558-65-6
Cat. No. CS-W018727
Molecule weight240.43
Purity≥98%
MDL No.MFCD08276157

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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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General Information

CAS No. 63558-65-6
Cat. No. CS-W018727
Purity ≥98%
MDL No. MFCD08276157
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₂ClIN₂
Molecular Weight 240.43
Synonym(s) 4-Chloro-5-iodo-pyrimidine
SMILES ClC1=NC=NC=C1I

Description

4-Chloro-5-iodopyrimidine is a halogenated pyrimidine scaffold enabling dual functionalization in cross-coupling and nucleophilic substitution reactions. The ortho-chloro and iodo groups facilitate sequential derivatization, while the electron-deficient ring enhances reactivity toward nucleophiles. This bifunctional platform supports rapid diversification in medicinal chemistry and materials synthesis.

Application

4-Chloro-5-iodopyrimidine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The chlorine and iodine substituents offer orthogonal functionalization potential, facilitating sequential derivatization under mild conditions. Its bench-stable nature and compatibility with standard coupling protocols make it ideal for constructing diverse heterocyclic scaffolds in API development.

Synthesis

Route1
- In-stock
  
  4349-07-9
- ~88%
- In-stock
  
  63558-65-6
References
- SMITHKLINE BEECHAM CORPORATION Patent: WO2005/16914 A1, 2005 ; Location in patent: Page/Page column 44 ; WO 2005/016914 A1

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 25.78
LogP 1.7346
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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4-Chloro-5-iodopyrimidine

CAS No. 63558-65-6

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