2,4-Dichloro-5-methylfuro[2,3-d]pyrimidine

Name: 2,4-Dichloro-5-methylfuro[2,3-d]pyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1160994-79-5
Cat. No. CS-0477227
Purity≥98%
MDL No.MFCD12400767

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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-5-methylfuro[2,3-d]pyrimidine|CS-0477227

Structure of 1160994-79-5

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General Information

CAS No. 1160994-79-5
Cat. No. CS-0477227
Purity ≥98%
MDL No. MFCD12400767
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄Cl₂N₂O
Molecular Weight 203.03
Synonym(s) None
SMILES CC1=COC2=C1C(Cl)=NC(Cl)=N2

Description

2,4-Dichloro-5-methylfuro[2,3-d]pyrimidine is a heterocyclic building block featuring a fused furanopyrimidine core with strategic chlorine and methyl substituents. This electron-deficient scaffold enables efficient coupling in cross-coupling reactions and serves as a key intermediate in the synthesis of bioactive molecules. The compound exhibits enhanced stability under standard conditions and facilitates rapid functionalization at the pyrimidine ring.

Application

2,4-Dichloro-5-methylfuro[2,3-d]pyrimidine serves as a versatile building block in heterocyclic synthesis, enabling efficient access to furo[2,3-d]pyrimidine scaffolds prevalent in medicinal chemistry. Its dichloro substitution pattern facilitates nucleophilic aromatic substitution, while the methyl group enhances metabolic stability and modulates electronic properties. The compound exhibits excellent bench stability and compatibility with standard coupling reactions, simplifying purification and integration into multi-step synthetic sequences.

Synthesis

Route1
- 5117-87-3
- 503-38-8
- ~38%
- In-stock
  
  1160994-79-5
References
- Roecker, Anthony J.; Mercer, Swati P.; Harrell, C. Meacham; Garson, Susan L.; Fox, Steven V.; Gotter, Anthony L.; Prueksaritanont, Thomayant; Cabalu, Tamara D.; Cui, Donghui; Lemaire, Wei; Winrow, Christopher J.; Renger, John J.; Coleman, Paul J. Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 9 p. 2079 - 2085

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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

TPSA 38.92
LogP 2.83802
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Furan compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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2,4-Dichloro-5-methylfuro[2,3-d]pyrimidine

CAS No. 1160994-79-5

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