7-Chlorothieno[3,2-b]pyridine-2-carbaldehyde

Name: 7-Chlorothieno[3,2-b]pyridine-2-carbaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 387819-41-2
Cat. No. CS-0055252
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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7-Chlorothieno[3,2-b]pyridine-2-carbaldehyde|CS-0055252

Structure of 387819-41-2

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General Information

CAS No. 387819-41-2
Cat. No. CS-0055252
Purity ≥97%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄ClNOS
Molecular Weight 197.64
Synonym(s) 7-chloro-Thieno[3,2-b]pyridine-2-carboxaldehyde
SMILES C1=CN=C2C=C(SC2=C1Cl)C=O

Description

7-Chlorothieno[3,2-b]pyridine-2-carbaldehyde features a fused thienopyridine core with a chlorine substituent at the 7-position and an aldehyde group at the 2-position. This electron-deficient scaffold integrates readily into heterocyclic architectures, enabling efficient coupling in cross-coupling and condensation reactions under standard conditions.

Application

7-Chlorothieno[3,2-b]pyridine-2-carbaldehyde serves as a versatile heterocyclic building block for medicinal chemistry and materials science applications. Its aldehyde functionality enables efficient coupling reactions, including reductive amination and Ugi-type condensations, while the fused thienopyridine core offers enhanced metabolic stability and π-conjugation. The chloro substituent provides a handle for further functionalization via palladium-catalyzed cross-coupling. Bench-stable and readily purified by flash chromatography, it facilitates streamlined synthesis of complex scaffolds.

Synthesis

Route1
- In-stock
  
  69627-03-8
- 68-12-2
- ~99%
- In-stock
  
  387819-41-2
References
- METHYLGENE, INC. Patent: WO2006/10264 A1, 2006 ; Location in patent: Page/Page column 64-65 ; WO 2006/010264 A1
Route2
- In-stock
  
  69627-03-8
- ~72%
- In-stock
  
  387819-41-2
References
- Luzzio, Michael Joseph; Yang, Bingwei Vera; Marx, Matthew Arnold Patent: US2002/4511 A1, 2002 ;

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 29.96
LogP 2.7622
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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7-Chlorothieno[3,2-b]pyridine-2-carbaldehyde

CAS No. 387819-41-2

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