1-(6-Chloropyridin-3-yl)cyclopropanecarbonitrile

Name: 1-(6-Chloropyridin-3-yl)cyclopropanecarbonitrile
Brand: ChemScene
Availability: InStock
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CAS No. 854267-89-3
Cat. No. CS-0088307
Purity≥98%
MDL No.MFCD15523665

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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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1-(6-Chloropyridin-3-yl)cyclopropanecarbonitrile|CS-0088307

Structure of 854267-89-3

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General Information

CAS No. 854267-89-3
Cat. No. CS-0088307
Purity ≥98%
MDL No. MFCD15523665
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₇ClN₂
Molecular Weight 178.62
Synonym(s) 1-(6-chloropyridin-3-yl)cyclopropane-1-carbonitrile
SMILES ClC1=NC=C(C2(C#N)CC2)C=C1

Description

1-(6-Chloropyridin-3-yl)cyclopropanecarbonitrile features a cyclopropyl ring tethered to a pyridine scaffold bearing a chlorine at the 6-position and a nitrile group at the 3-position. This rigid, electron-deficient architecture enables direct incorporation into medicinal chemistry campaigns targeting kinase inhibitors and CNS-active compounds. The molecule exhibits robust stability under standard bench conditions and demonstrates favorable solubility in polar organic solvents for downstream functionalization.

Application

1-(6-Chloropyridin-3-yl)cyclopropanecarbonitrile serves as a versatile building block in medicinal chemistry, enabling the construction of heterocyclic scaffolds via palladium-catalyzed cross-coupling reactions. Its cyclopropane carbonitrile moiety provides enhanced metabolic stability and conformational rigidity, while the 6-chloropyridine group offers a reliable handle for further functionalization. The compound exhibits excellent bench stability, ease of purification, and broad compatibility with standard reaction conditions, making it well-suited for high-throughput synthesis and process development workflows.

Synthesis

Route1
- In-stock
  
  39891-09-3
- 107-04-0
- ~88%
- In-stock
  
  854267-89-3
References
- Isabel, Elise; Bateman, Kevin P.; Chauret, Nathalie; Cromlish, Wanda; Desmarais, Sylvie; Duong, Le T.; Falgueyret, Jean-Pierre; Gauthier, Jacques Yves; Lamontagne, Sonia; Lau, Cheuk K.; Leger, Serge; LeRiche, Tammy; Levesque, Jean-Francois; Li, Chun Sing; Masse, Frederic; McKay, Daniel J.; Mellon, Christophe; Nicoll-Griffith, Deborah A.; Oballa, Renata M.; Percival, M. David; Riendeau, Denis; Robichaud, Joel; Rodan, Gideon A.; Rodan, Sevgi B.; Seto, Carmai; Therien, Michel; Truong, Vouy Linh; Wesolowski, Gregg; Young, Robert N.; Zamboni, Robert; Black, W. Cameron Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 3 p. 887 - 892
Route2
- In-stock
  
  39891-09-3
- 106-93-4
- ~%
- In-stock
  
  854267-89-3
References
- BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FLECK, Martin; ROTH, Gerald Juergen; NOSSE, Bernd; HEINE, Niklas Patent: WO2013/92616 A1, 2013 ; Location in patent: Page/Page column 91 ;

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 36.68
LogP 2.29018
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

854267-89-3 sigma854267-89-3 manufacturer854267-89-3 price854267-89-3 structure854267-89-3 SDSbuy 854267-89-3854267-89-3 supplier854267-89-3 uses854267-89-3 molecular weightprice of 854267-89-3854267-89-3 chemical name formula of 854267-89-3

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1-(6-Chloropyridin-3-yl)cyclopropanecarbonitrile

CAS No. 854267-89-3

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