2,4-Dichlorofuro[3,4-d]pyrimidin-7(5H)-one

Name: 2,4-Dichlorofuro[3,4-d]pyrimidin-7(5H)-one
Brand: ChemScene
Availability: InStock
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CAS No. 15783-48-9
Cat. No. CS-0090695
Purity≥97%
MDL No.MFCD18072502

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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-Dichlorofuro[3,4-d]pyrimidin-7(5H)-one|CS-0090695

Structure of 15783-48-9

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General Information

CAS No. 15783-48-9
Cat. No. CS-0090695
Purity ≥97%
MDL No. MFCD18072502
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₂Cl₂N₂O₂
Molecular Weight 205.00
Synonym(s) 2,4-dichloro-5H-furo[3,4-d]pyrimidin-7-one
SMILES O=C1OCC2=C(Cl)N=C(Cl)N=C21

Description

2,4-Dichlorofuro[3,4-d]pyrimidin-7(5H)-one is a heterocyclic scaffold featuring two chlorine substituents at the 2- and 4-positions, enhancing its electrophilic character. This electron-deficient framework serves as a robust building block in medicinal chemistry, enabling efficient coupling reactions under mild conditions. The fused furanopyrimidinone core provides structural rigidity and improved metabolic stability, making it valuable for kinase inhibitor design and targeted drug development.

Application

2,4-Dichlorofuro[3,4-d]pyrimidin-7(5H)-one serves as a versatile building block for the synthesis of bioactive heterocycles, particularly in medicinal chemistry and agrochemical research. The molecule enables efficient functionalization at the C5 position via nucleophilic substitution due to the activating effect of the adjacent carbonyl and electron-withdrawing chloro groups. Its bench-stable nature and compatibility with standard coupling protocols facilitate straightforward incorporation into complex scaffolds.

Synthesis

Route1
- 4156-75-6
- ~99%
- In-stock
  
  15783-48-9
References
- Cantin, Louis-David; Bayrakdarian, Malken; Buon, Christophe; Grazzini, Eric; Hu, Yun-Jin; Labrecque, Jean; Leung, Carmen; Luo, Xuehong; Martino, Giovanni; Pare, Michel; Payza, Kemal; Popovic, Nirvana; Projean, Denis; Santhakumar; Walpole, Christopher; Yu, Xiao Hong; Tomaszewski, Miroslaw J. Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 7 p. 2565 - 2571

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 52.08
LogP 1.4538
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydrofuran compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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2,4-Dichlorofuro[3,4-d]pyrimidin-7(5H)-one

CAS No. 15783-48-9

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