3-Bromo-5,7-dichloropyrazolo[1,5-a]pyrimidine

Name: 3-Bromo-5,7-dichloropyrazolo[1,5-a]pyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 114040-06-1
Cat. No. CS-0053995
Purity≥96%
MDL No.None

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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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3-Bromo-5,7-dichloropyrazolo[1,5-a]pyrimidine|CS-0053995

Structure of 114040-06-1

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General Information

CAS No. 114040-06-1
Cat. No. CS-0053995
Purity ≥96%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₂BrCl₂N₃
Molecular Weight 266.91
Synonym(s) Pyrazolo[1,5-a]pyrimidine, 3-bromo-5,7-dichloro-
SMILES ClC1=CC(Cl)=NC2=C(Br)C=NN12

Description

3-Bromo-5,7-dichloropyrazolo[1,5-a]pyrimidine is a heterocyclic building block featuring a bromine at the 3-position and two chlorine atoms at the 5 and 7 positions. This electron-deficient scaffold enables efficient coupling reactions in medicinal chemistry and materials synthesis. The molecule exhibits high stability under standard bench conditions and integrates readily into complex architectures via palladium-catalyzed cross-coupling.

Application

3-Bromo-5,7-dichloropyrazolo[1,5-a]pyrimidine serves as a versatile heterocyclic building block for medicinal chemistry and catalytic cross-coupling applications. The bromo group enables palladium-catalyzed transformations, while the dichloro substitution pattern supports further functionalization. Its stability under standard reaction conditions and compatibility with diverse coupling protocols make it a practical scaffold for constructing complex pyrazolopyrimidine-based architectures in drug discovery and materials science.

Synthesis

Route1
- In-stock
  
  57489-77-7
- ~91%
- In-stock
  
  114040-06-1
References
- WO2004/87707 A1, ; Page 33; 34 ; WO 2004/087707 A1
Route2
- In-stock
  
  57489-70-0
- ~%
- In-stock
  
  114040-06-1
References
- Journal of Medicinal Chemistry, , vol. 55, # 22 p. 10312 - 10313

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

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Computational Chemistry Data

TPSA 30.19
LogP 2.7986
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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3-Bromo-5,7-dichloropyrazolo[1,5-a]pyrimidine

CAS No. 114040-06-1

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