6-Chloro-2-methoxynicotinonitrile

Name: 6-Chloro-2-methoxynicotinonitrile
Brand: ChemScene
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CAS No. 121643-46-7
Cat. No. CS-0145393
Purity≥97%
MDL No.MFCD13659332

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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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6-Chloro-2-methoxynicotinonitrile|CS-0145393

Structure of 121643-46-7

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General Information

CAS No. 121643-46-7
Cat. No. CS-0145393
Purity ≥97%
MDL No. MFCD13659332
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅ClN₂O
Molecular Weight 168.58
Synonym(s) 6-chloro-2-methoxypyridine-3-carbonitrile
SMILES N#CC1=C(OC)N=C(Cl)C=C1

Description

6-Chloro-2-methoxynicotinonitrile features a strategically positioned nitrile group and chloro substituent on a pyridine scaffold, enabling direct incorporation into heterocyclic scaffolds. The methoxy functionality enhances solubility and modulates electronic properties, supporting efficient coupling in synthetic sequences. This bench-stable building block facilitates rapid access to bioactive nitrogen-containing architectures.

Application

6-Chloro-2-methoxynicotinonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted pyridine scaffolds via cross-coupling and nucleophilic substitution reactions. The nitrile and chloro groups provide orthogonal functionalization handles, while the methoxy substituent enhances solubility and modulates electronic properties. Bench-stable and compatible with standard reaction conditions, it facilitates rapid diversification in API lead optimization.

Synthesis

Route1
- In-stock
  
  62068-78-4
- ~%
- In-stock
  
  121643-46-7
References
- Nuss, John M.; Harrison, Stephen D.; Ring, David B.; Boyce, Rustum S.; Johnson, Kirk; Pfister, Keith B.; Ramurthy, Savithri; Seely, Lynn; Wagman, Allan S.; Desai, Manjo; Levine, Barry H. Patent: US2002/156087 A1, 2002 ; US 20020156087 A1
Route2
- 124-41-4
- In-stock
  
  40381-90-6
- ~%
- 121643-47-8
- In-stock
  
  121643-46-7
References
- Dainter, Ronald S.; Jackson, Tracey; Omar, Abdirahman H. H.; Suschitzky, Hans; Wakefield, Basil J.; et al. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1989 , p. 283 - 287

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 45.91
LogP 1.61528
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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6-Chloro-2-methoxynicotinonitrile

CAS No. 121643-46-7

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