3-bromo-1H-pyrazolo[3,4-d]pyrimidine

Name: 3-bromo-1H-pyrazolo[3,4-d]pyrimidine
Brand: ChemScene
Availability: InStock
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CAS No. 1251033-27-8
Cat. No. CS-W000599
Purity≥95%
MDL No.MFCD13193631

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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-1H-pyrazolo[3,4-d]pyrimidine|CS-W000599

Structure of 1251033-27-8

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General Information

CAS No. 1251033-27-8
Cat. No. CS-W000599
Purity ≥95%
MDL No. MFCD13193631
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₃BrN₄
Molecular Weight 199.01
Synonym(s) 3-bromo-2H-pyrazolo[3,4-d]pyrimidine
SMILES Brc1n[nH]c2ncncc12

Description

3-Bromo-1H-pyrazolo[3,4-d]pyrimidine is a brominated heterocyclic scaffold featuring a fused pyrazole and pyrimidine core. This compound serves as a key intermediate for medicinal chemistry, enabling direct incorporation into kinase inhibitors and antiviral agents through palladium-catalyzed cross-coupling reactions. The bromine atom provides a reactive handle for further functionalization under mild conditions.

Application

3-Bromo-1H-pyrazolo[3,4-d]pyrimidine serves as a versatile building block for heterocyclic synthesis, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The bromine substituent provides high reactivity in Suzuki, Stille, and Negishi couplings, facilitating rapid diversification of pyrazolo[3,4-d]pyrimidine scaffolds. Its bench-stable nature and excellent functional group tolerance make it ideal for medicinal chemistry campaigns targeting kinase inhibitors and other bioactive molecules.

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 54.46
LogP 1.1154
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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3-bromo-1H-pyrazolo[3,4-d]pyrimidine

CAS No. 1251033-27-8

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