2-Bromo-6-chloro-9H-purine

Name: 2-Bromo-6-chloro-9H-purine
Brand: ChemScene
Availability: InStock
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CAS No. 500797-85-3
Cat. No. CS-0608290
Purity≥98%
MDL No.MFCD23098996

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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+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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Structure of 500797-85-3

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Description

2-Bromo-6-chloro-9H-purine is a halogenated purine scaffold featuring selective substitution at the 2- and 6-positions, enabling precise functionalization in nucleoside analog synthesis. This electron-deficient core integrates readily into heterocyclic systems under standard coupling conditions, offering enhanced reactivity for medicinal chemistry applications.

Application

2-Bromo-6-chloro-9H-purine serves as a versatile building block for purine-based heterocycles, enabling efficient functionalization at C2 and C6 positions. Its dual halogenation pattern facilitates palladium-catalyzed cross-coupling reactions, including Suzuki-Miyaura and Buchwald-Hartwig couplings, with high regioselectivity. The compound exhibits excellent bench stability and compatibility with diverse reaction conditions, making it ideal for the synthesis of nucleoside analogs and kinase inhibitors in medicinal chemistry workflows.

General Information

CAS No. 500797-85-3
Cat. No. CS-0608290
Purity ≥98%
MDL No. MFCD23098996
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₂BrClN₄
Molecular Weight 233.45
Synonym(s) 2-bromo-6-chloro-7H-purine
SMILES ClC1=C2N=CNC2=NC(Br)=N1

Computational Chemistry Data

TPSA 54.46
LogP 1.7688
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Purine compounds

Key Words

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2-Bromo-6-chloro-9H-purine

CAS No. 500797-85-3

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