3-Bromo-4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine

Name: 3-Bromo-4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine
Brand: ChemScene
Availability: InStock
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CAS No. 944902-17-4
Cat. No. CS-0055066
Purity≥97%
MDL No.None

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3-Bromo-4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine|CS-0055066

Structure of 944902-17-4

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General Information

CAS No. 944902-17-4
Cat. No. CS-0055066
Purity ≥97%
MDL No. None
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅HBrCl₂N₄
Molecular Weight 267.90
Synonym(s) 3-bromo-4,6-dichloro-2H-pyrazolo[3,4-d]pyrimidine
SMILES BrC1=N[NH]C2=NC(=NC(=C12)Cl)Cl

Description

3-Bromo-4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine features a highly functionalized heterocyclic core with orthogonal halogen handles enabling diverse cross-coupling transformations. This electron-deficient scaffold integrates readily into kinase inhibitor scaffolds and other bioactive molecules, offering high reactivity under standard palladium-catalyzed conditions.

Application

3-Bromo-4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine serves as a versatile building block for the synthesis of functionalized pyrazolopyrimidine scaffolds. The bromo and dichloro substituents enable sequential cross-coupling reactions, facilitating rapid diversification at C3 and C4 positions. Its bench-stable crystalline form and compatibility with Pd-catalyzed coupling protocols support efficient late-stage modification in medicinal chemistry campaigns.

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 2.4222
H_Acceptors 3
H_Donors 1
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-4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine

CAS No. 944902-17-4

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