3-Bromothieno[2,3-c]pyridine

Name: 3-Bromothieno[2,3-c]pyridine
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CAS No. 28783-17-7
Cat. No. CS-0044989
Molecule weight214.08
Purity≥97%
MDL No.MFCD11052627

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General Information

CAS No. 28783-17-7
Cat. No. CS-0044989
Purity ≥97%
MDL No. MFCD11052627
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrNS
Molecular Weight 214.08
Synonym(s) Thieno[2,3-c]pyridine, 3-bromo- (8CI,9CI)
SMILES BrC1=CSC2=C1C=CN=C2

Description

3-Bromothieno[2,3-c]pyridine features a fused heterocyclic core combining thiophene and pyridine rings, delivering enhanced electron-deficient character. This structure enables efficient coupling in cross-coupling reactions, particularly under palladium catalysis. The bromine substituent serves as a high-reactivity handle for further functionalization, while the planar framework supports strong π-stacking interactions. The compound exhibits bench-stable handling characteristics and good solubility in common organic solvents.

Application

3-Bromothieno[2,3-c]pyridine serves as a versatile building block for the synthesis of biologically active heterocycles and pharmaceutical intermediates. The bromine substituent enables palladium-catalyzed cross-coupling reactions, facilitating efficient construction of complex scaffolds. Its stability under standard reaction conditions and compatibility with diverse functional groups make it well-suited for iterative synthetic strategies in medicinal chemistry and process development.

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-H320-H335
Precautionary Statements : P261-P280-P302+P352

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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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3-Bromothieno[2,3-c]pyridine

CAS No. 28783-17-7

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