4-Chlorothieno[3,2-c]pyridine

Name: 4-Chlorothieno[3,2-c]pyridine
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CAS No. 27685-94-5
Cat. No. CS-W002843
Purity≥97%
MDL No.MFCD01861830

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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+
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4-Chlorothieno[3,2-c]pyridine|CS-W002843

Structure of 27685-94-5

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General Information

CAS No. 27685-94-5
Cat. No. CS-W002843
Purity ≥97%
MDL No. MFCD01861830
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄ClNS
Molecular Weight 169.63
Synonym(s) 4-Chlorothieno[3,2-c]-pyridine
SMILES ClC1=NC=CC2=C1C=CS2

Description

4-Chlorothieno[3,2-c]pyridine features a fused thienopyridine core with a chlorine substituent at the 4-position, delivering enhanced electron deficiency and improved metabolic stability. This scaffold integrates readily into pharmaceutical intermediates and functional materials, offering robust reactivity under standard coupling conditions.

Application

4-Chlorothieno[3,2-c]pyridine serves as a versatile heterocyclic building block in medicinal chemistry and materials science. Its fused thiophene-pyridine core provides enhanced planarity and electron-deficient character, enabling efficient cross-coupling reactions with boronic acids and organozinc reagents. The chloro substituent facilitates palladium-catalyzed transformations, offering reliable access to diverse analogs for target-oriented synthesis. Bench-stable and readily purified by column chromatography, it functions as a robust scaffold for developing kinase inhibitors and organic semiconductors.

Synthesis

Route1
- In-stock
  
  27685-92-3
- ~85%
- In-stock
  
  27685-94-5
References
- New, James S.; Christopher, William L.; Yevich, Joseph P.; Butler, Rhett; Schlemmer, R. Francis; et al. Journal of Medicinal Chemistry, 1989 , vol. 32, # 6 p. 1147 - 1156

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H319
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

TPSA 12.89
LogP 2.9497
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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4-Chlorothieno[3,2-c]pyridine

CAS No. 27685-94-5

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