2-Bromo-5-chlorothiazolo[4,5-b]pyridine

Name: 2-Bromo-5-chlorothiazolo[4,5-b]pyridine
Brand: ChemScene
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CAS No. 1206248-02-3
Cat. No. CS-0145976
Purity≥95%
MDL No.None

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2-Bromo-5-chlorothiazolo[4,5-b]pyridine|CS-0145976

Structure of 1206248-02-3

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General Information

CAS No. 1206248-02-3
Cat. No. CS-0145976
Purity ≥95%
MDL No. None
Storage 4°C, stored under nitrogen, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₂BrClN₂S
Molecular Weight 249.52
Synonym(s) None
SMILES ClC1=CC=C(SC(Br)=N2)C2=N1

Description

2-Bromo-5-chlorothiazolo[4,5-b]pyridine features a fused thiazolopyridine core with orthogonal halogen substituents enabling selective cross-coupling. This electron-deficient heterocycle integrates readily into pharmaceutical scaffolds and serves as a key intermediate in the synthesis of bioactive molecules.

Application

2-Bromo-5-chlorothiazolo[4,5-b]pyridine serves as a versatile building block for heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo and chloro substituents facilitate sequential functionalization, offering predictable regioselectivity in C–C and C–heteroatom bond formation. Its bench-stable crystalline form simplifies handling and purification, making it well-suited for medicinal chemistry campaigns and API intermediate development.

Safety Information

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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-P330-P405-P501

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Computational Chemistry Data

TPSA 25.78
LogP 3.1072
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Key Words

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2-Bromo-5-chlorothiazolo[4,5-b]pyridine

CAS No. 1206248-02-3

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