5-Bromothieno[2,3-b]pyridine

Name: 5-Bromothieno[2,3-b]pyridine
Brand: ChemScene
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CAS No. 21344-24-1
Cat. No. CS-0042119
Purity≥97%
MDL No.None

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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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General Information

CAS No. 21344-24-1
Cat. No. CS-0042119
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrNS
Molecular Weight 214.08
Synonym(s) 2-Amino-5-bromothiazolo[5,4-b]pyridine
SMILES BrC1=CN=C2C(C=CS2)=C1

Description

5-Bromothieno[2,3-b]pyridine features a fused heterocyclic core combining thiophene and pyridine units, delivering enhanced electron-deficient character and structural rigidity. This brominated scaffold enables direct coupling in cross-coupling reactions, facilitating rapid access to complex molecular architectures in medicinal chemistry and materials science applications.

Application

5-Bromothieno[2,3-b]pyridine serves as a versatile building block in the synthesis of functionalized heterocycles and pharmaceutical intermediates. The bromine substituent enables palladium-catalyzed cross-coupling reactions, facilitating the construction of biaryl architectures with high efficiency. Its fused thienopyridine core provides enhanced planarity and electronic delocalization, improving stability and reactivity in standard synthetic workflows. The compound exhibits good bench stability and is readily purified by standard chromatographic methods, making it well-suited for industrial-scale applications.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 12.89
LogP 3.0588
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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5-Bromothieno[2,3-b]pyridine

CAS No. 21344-24-1

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