4-Chloro-7-methoxyquinazolin-6-yl acetate

Name: 4-Chloro-7-methoxyquinazolin-6-yl acetate
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CAS No. 230955-75-6
Cat. No. CS-M3599
Purity≥96%
MDL No.MFCD08460968

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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4-Chloro-7-methoxyquinazolin-6-yl acetate|CS-M3599

Structure of 230955-75-6

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General Information

CAS No. 230955-75-6
Cat. No. CS-M3599
Purity ≥96%
MDL No. MFCD08460968
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₉ClN₂O₃
Molecular Weight 252.65
Synonym(s) 6-Acetoxy-4-chloro-7-methoxyquinazoline
SMILES COC1=CC2=NC=NC(Cl)=C2C=C1OC(C)=O

Description

4-Chloro-7-methoxyquinazolin-6-yl acetate features a quinazoline core functionalized with chlorine and methoxy groups at the 4- and 7-positions, respectively, and an acetate ester at the 6-position. This configuration enables direct incorporation into kinase inhibitor scaffolds and facilitates downstream derivatization under mild conditions. The acetate moiety enhances solubility and stability in organic media while allowing for selective deprotection during synthetic sequences.

Application

4-Chloro-7-methoxyquinazolin-6-yl acetate serves as a versatile building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The acetate group provides enhanced bench stability and facilitates selective deprotection under mild conditions, while the 4-chloro and 7-methoxy substituents offer orthogonal reactivity for further diversification. This compound functions as a key scaffold for quinazoline-based kinase inhibitors and other bioactive heterocycles.

Synthesis

Route1
- In-stock
  
  179688-53-0
- ~77%
- In-stock
  
  230955-75-6
References
- ARRAY BIOPHARMA, INC. Patent: WO2004/46101 A2, 2004 ; Location in patent: Page 38-39 ; WO 2004/046101 A2
Route2
- 7719-09-7
- In-stock
  
  179688-53-0
- ~97%
- In-stock
  
  230955-75-6
References
- JANSSEN PHARMACEUTICA N.V. Patent: WO2004/105765 A1, 2004 ; Location in patent: Page 90 ; WO 2004/105765 A1
Route3
- In-stock
  
  13794-72-4
- ~%
- In-stock
  
  230955-75-6
References
- Tetrahedron Letters, , vol. 46, # 45 p. 7715 - 7719

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 61.31
LogP 2.2171
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Quinazoline compounds

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4-Chloro-7-methoxyquinazolin-6-yl acetate

CAS No. 230955-75-6

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