5-Bromo-[1,2,4]triazolo[1,5-a]pyrimidine

Name: 5-Bromo-[1,2,4]triazolo[1,5-a]pyrimidine
Brand: ChemScene
Availability: InStock
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CAS No. 154695-81-5
Cat. No. CS-0084414
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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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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5-Bromo-[1,2,4]triazolo[1,5-a]pyrimidine|CS-0084414

Structure of 154695-81-5

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General Information

CAS No. 154695-81-5
Cat. No. CS-0084414
Purity ≥98%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₃BrN₄
Molecular Weight 199.01
Synonym(s) 5-Bromo[1,2,4]triazolo[1,5-a]pyrimidine
SMILES BrC1=NC2=NC=NN2C=C1

Description

5-Bromo-[1,2,4]triazolo[1,5-a]pyrimidine is a heterocyclic building block featuring a brominated triazolopyrimidine core. This scaffold integrates electron-deficient aromaticity with a reactive halogen site, enabling efficient cross-coupling transformations. The molecule exhibits enhanced stability under standard bench conditions and serves as a key intermediate in the synthesis of bioactive compounds and functional materials.

Application

5-Bromo-[1,2,4]triazolo[1,5-a]pyrimidine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions for the construction of biologically active heterocycles. Its bromine substituent offers high reactivity in Suzuki, Stille, and Negishi couplings, while the triazolopyrimidine core provides excellent bench stability and compatibility with diverse functional groups. This compound functions as a key scaffold in the synthesis of kinase inhibitors and other pharmaceutical intermediates.

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 43.08
LogP 0.8868
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Triazole compounds

Key Words

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5-Bromo-[1,2,4]triazolo[1,5-a]pyrimidine

CAS No. 154695-81-5

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