4-Chloro-6-iodoquinazoline

Name: 4-Chloro-6-iodoquinazoline
Brand: ChemScene
Availability: InStock
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CAS No. 98556-31-1
Cat. No. CS-W019529
Purity≥97%
MDL No.MFCD01862193

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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 98556-31-1

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General Information

CAS No. 98556-31-1
Cat. No. CS-W019529
Purity ≥97%
MDL No. MFCD01862193
Storage -20°C, sealed storage, away from moisture and light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄ClIN₂
Molecular Weight 290.49
Synonym(s) 4-Chloro-6-iodo-quinazoline; 4-Chloro-6-iodoquinazoline
SMILES ClC1=NC=NC2=CC=C(C=C12)I

Description

4-Chloro-6-iodoquinazoline is a halogenated quinazoline derivative featuring complementary reactive sites at the 4-chloro and 6-iodo positions. This dual functionality enables selective cross-coupling transformations in synthetic routes to biologically active molecules. The compound exhibits stability under standard handling conditions and serves as a key intermediate in medicinal chemistry campaigns targeting kinase inhibitors.

Application

4-Chloro-6-iodoquinazoline serves as a versatile bifunctional building block for transition-metal-catalyzed cross-coupling reactions. The chloro group enables palladium-catalyzed coupling with boronic acids, while the iodo substituent supports efficient Suzuki-Miyaura or Stille transformations under mild conditions. This complementary reactivity profile facilitates rapid diversification of quinazoline scaffolds in medicinal chemistry and agrochemical research. The compound exhibits good bench stability and is readily purified by flash chromatography, supporting its utility in multi-step syntheses.

Synthesis

Route1
- In-stock
  
  16064-08-7
- ~10%
- In-stock
  
  98556-31-1
References
- ARRAY BIOPHARMA, INC. Patent: WO2004/46101 A2, 2004 ; Location in patent: Page 19-20 ; WO 2004/046101 A2
Route2
- In-stock
  
  5326-47-6
- ~%
- In-stock
  
  98556-31-1
References
- Journal of the Indian Chemical Society, , vol. 36, p. 787,789, 790

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 2.8878
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Bioactive Molecules Natural Products

Building Blocks Functional Group Iodide

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Quinazoline compounds

Key Words

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4-Chloro-6-iodoquinazoline

CAS No. 98556-31-1

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