Methyl 5-bromobenzo[b]thiophene-2-carboxylate

Name: Methyl 5-bromobenzo[b]thiophene-2-carboxylate
Brand: ChemScene
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CAS No. 7312-11-0
Cat. No. CS-0053872
Purity≥98%
MDL No.None

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Methyl 5-bromobenzo[b]thiophene-2-carboxylate|CS-0053872

Structure of 7312-11-0

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General Information

CAS No. 7312-11-0
Cat. No. CS-0053872
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₇BrO₂S
Molecular Weight 271.13
Synonym(s) Methyl 5-bromo-1-benzothiophene-2-carboxylate
SMILES COC(=O)C1=CC2=C(S1)C=CC(Br)=C2

Description

Methyl 5-bromobenzo[b]thiophene-2-carboxylate integrates a brominated benzo[b]thiophene core with a methyl ester handle, enabling direct functionalization in cross-coupling and cyclization workflows. The electron-deficient heteroaromatic scaffold offers enhanced reactivity and stability under standard conditions, facilitating efficient access to complex thienyl architectures in medicinal chemistry and materials synthesis.

Application

Methyl 5-bromobenzo[b]thiophene-2-carboxylate serves as a versatile building block for the synthesis of biologically relevant heterocycles and pharmaceutical intermediates. The bromine at the 5-position enables palladium-catalyzed cross-coupling reactions, while the ester functionality supports selective reduction or hydrolysis. Its bench-stable nature and compatibility with standard synthetic protocols facilitate efficient construction of complex scaffolds in medicinal chemistry and materials science applications.

Synthesis

Route1
- 2365-48-2
- In-stock
  
  93777-26-5
- ~71%
- In-stock
  
  7312-11-0
References
- BAYER HEALTHCARE AG Patent: WO2003/104227 A1, 2003 ; Location in patent: Page 51 ;

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

Quality Control

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Computational Chemistry Data

TPSA 26.3
LogP 3.4504
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiophene compounds

Key Words

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Methyl 5-bromobenzo[b]thiophene-2-carboxylate

CAS No. 7312-11-0

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