2,4-Dichloro-7-iodoquinazoline

Name: 2,4-Dichloro-7-iodoquinazoline
Brand: ChemScene
Availability: InStock
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CAS No. 959237-34-4
Cat. No. CS-0462865
Purity≥96%
MDL No.MFCD09954872

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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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2,4-Dichloro-7-iodoquinazoline|CS-0462865

Structure of 959237-34-4

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General Information

CAS No. 959237-34-4
Cat. No. CS-0462865
Purity ≥96%
MDL No. MFCD09954872
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₃Cl₂IN₂
Molecular Weight 324.93
Synonym(s) 2,4-dichloro-7-iodo-quinazoline
SMILES C1=CC2=C(Cl)N=C(Cl)N=C2C=C1I

Description

2,4-Dichloro-7-iodoquinazoline features a halogenated quinazoline core with complementary electron-deficient and reactive sites. The para-iodo group enables facile cross-coupling, while the 2,4-dichloro substitution pattern provides regioselective functionalization potential. This scaffold delivers high reactivity in palladium-catalyzed transformations and serves as a key intermediate for bioactive molecule synthesis.

Application

2,4-Dichloro-7-iodoquinazoline serves as a versatile building block for the synthesis of quinazoline-based pharmaceutical intermediates and kinase inhibitors. The strategic placement of chloro and iodo groups enables sequential cross-coupling reactions under palladium catalysis, facilitating rapid diversification at the 2-, 4-, and 7-positions. Its bench-stable nature and compatibility with standard coupling conditions make it ideal for iterative medicinal chemistry campaigns and API scaffold elaboration.

Synthesis

Route1
- In-stock
  
  959236-72-7
- ~81%
- In-stock
  
  959237-34-4
References
- Dehnhardt, Christoph M.; Venkatesan, Aranapakam M.; Chen, Zecheng; Ayral-Kaloustian, Semiramis; Dos Santos, Osvaldo Dos; Delos Santos, Efren; Curran, Kevin; Follettie, Max T.; Diesl, Veronica; Lucas, Judy; Geng, Yi; DeJoy, Susan Quinn; Petersen, Rosanne; Chaudhary, Inder; Brooijmans, Natasja; Mansour, Tarek S.; Arndt, Kim; Chen, Lei Journal of Medicinal Chemistry, 2010 , vol. 53, # 2 p. 897 - 910

Safety Information

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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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 25.78
LogP 3.5412
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Quinazoline compounds

Key Words

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2,4-Dichloro-7-iodoquinazoline

CAS No. 959237-34-4

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