3-Bromothieno[3,2-c]pyridine

Name: 3-Bromothieno[3,2-c]pyridine
Brand: ChemScene
Availability: InStock
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CAS No. 28783-18-8
Cat. No. CS-0038789
Purity≥97%
MDL No.MFCD11869740

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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+
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Structure of 28783-18-8

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General Information

CAS No. 28783-18-8
Cat. No. CS-0038789
Purity ≥97%
MDL No. MFCD11869740
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrNS
Molecular Weight 214.08
Synonym(s) 3-Bromo-5-aza-1-benzothiophene, 3-Bromo-5-azabenzo[b]thiophene
SMILES C1=C2C(=CN=C1)C(=CS2)Br

Description

3-Bromothieno[3,2-c]pyridine features a fused heterocyclic core integrating thiophene and pyridine rings, enabling robust coupling reactivity. The bromine substituent provides a high-affinity handle for palladium-catalyzed cross-coupling transformations, facilitating efficient construction of complex molecular architectures in medicinal chemistry and materials science applications.

Application

3-Bromothieno[3,2-c]pyridine serves as a versatile building block for the synthesis of heterocyclic scaffolds in medicinal chemistry and materials science. The bromine substituent enables palladium-catalyzed cross-coupling reactions, facilitating efficient access to biaryl and extended π-conjugated systems. Its thienopyridine core exhibits favorable electronic properties and bench stability, supporting straightforward purification and integration into complex molecular architectures.

Synthesis

Route1
- In-stock
  
  272-14-0
- ~29%
- In-stock
  
  28783-18-8
References
- ELI LILLY AND COMPANY Patent: WO2006/107784 A1, 2006 ; Location in patent: Page/Page column 92 ; WO 2006/107784 A1

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 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[3,2-c]pyridine

CAS No. 28783-18-8

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