2-Bromo-7-chloropyrazolo[1,5-a]pyrimidine

Name: 2-Bromo-7-chloropyrazolo[1,5-a]pyrimidine
Brand: ChemScene
Availability: InStock
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CAS No. 1203705-58-1
Cat. No. CS-0080426
Molecule weightNone
Purity≥97%
MDL No.MFCD20527863

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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-Bromo-7-chloropyrazolo[1,5-a]pyrimidine|CS-0080426

Structure of 1203705-58-1

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General Information

CAS No. 1203705-58-1
Cat. No. CS-0080426
Purity ≥97%
MDL No. MFCD20527863
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrClN₃
Molecular Weight None
Synonym(s) None
SMILES ClC1=CC=NC2=CC(Br)=NN21

Description

2-Bromo-7-chloropyrazolo[1,5-a]pyrimidine features a fused heterocyclic core with complementary halogen substituents enabling direct functionalization in cross-coupling and cyclization reactions. The electron-deficient pyrimidine ring facilitates nucleophilic substitution, while the bromo and chloro groups provide orthogonal reactivity for sequential derivatization. This scaffold delivers high structural rigidity and enhanced metabolic stability, making it ideal for medicinal chemistry campaigns targeting kinase inhibitors and antiviral agents.

Application

2-Bromo-7-chloropyrazolo[1,5-a]pyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient construction of heterocyclic scaffolds through palladium-catalyzed cross-coupling reactions. Its dual halogenation pattern supports sequential functionalization, while the pyrazolo[1,5-a]pyrimidine core exhibits favorable stability and compatibility with diverse reaction conditions. The compound functions effectively in Suzuki, Stille, and Buchwald–Hartwig transformations, facilitating rapid access to complex molecular architectures relevant to drug discovery programs.

Synthesis

Route1
- 1203705-57-0
- ~%
- In-stock
  
  1203705-58-1
References
- Moy, Franklin J.; Lee, Arthur; Gavrin, Lori Krim; Xu, Zhang Bao; Sievers, Annette; Kieras, Elizabeth; Stochaj, Wayne; Mosyak, Lidia; McKew, John; Tsao, Desiree H. H. Journal of Medicinal Chemistry, 2010 , vol. 53, # 3 p. 1238 - 1249

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 30.19
LogP 2.1452
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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2-Bromo-7-chloropyrazolo[1,5-a]pyrimidine

CAS No. 1203705-58-1

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