2-Chloro-4-ethynylpyridine

Name: 2-Chloro-4-ethynylpyridine
Brand: ChemScene
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CAS No. 945717-09-9
Cat. No. CS-W021650
Purity≥98%
MDL No.MFCD13189742

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 945717-09-9

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General Information

CAS No. 945717-09-9
Cat. No. CS-W021650
Purity ≥98%
MDL No. MFCD13189742
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄ClN
Molecular Weight 137.57
Synonym(s) 2-chloro-4-ethynyl-pyridine
SMILES ClC1=NC=CC(=C1)C#C

Description

2-Chloro-4-ethynylpyridine features a conjugated alkyne group flanked by a chlorine atom and a pyridine ring, enabling selective coupling reactions in cross-coupling and click chemistry. This bench-stable, moisture-tolerant reagent integrates readily into complex molecular architectures, delivering high functional group compatibility for synthetic applications.

Application

2-Chloro-4-ethynylpyridine serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to substituted pyridyl alkynes. Its orthogonal reactivity profile—combining a halogen for cross-coupling and a terminal alkyne for Sonogashira or cyclization processes—facilitates rapid diversification in medicinal chemistry and materials science. The compound exhibits excellent bench stability and is readily purified by standard chromatographic methods, supporting scalable synthesis and integration into multi-step sequences.

Synthesis

Route1
- 499193-57-6
- ~89%
- In-stock
  
  945717-09-9
References
- F. HOFFMANN-LA ROCHE AG Patent: WO2007/90752 A1, 2007 ; Location in patent: Page/Page column 30 ;
Route2
- In-stock
  
  153034-86-7
- ~%
- In-stock
  
  945717-09-9
References
- Journal of Medicinal Chemistry, , vol. 55, # 11 p. 5270 - 5290

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 1.7163
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Chloro-4-ethynylpyridine

CAS No. 945717-09-9

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