6-Chloro-4-methoxynicotinonitrile

Name: 6-Chloro-4-methoxynicotinonitrile
Brand: ChemScene
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CAS No. 1187190-69-7
Cat. No. CS-0038037
Purity≥95%
MDL No.MFCD16250655

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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-4-methoxynicotinonitrile|CS-0038037

Structure of 1187190-69-7

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General Information

CAS No. 1187190-69-7
Cat. No. CS-0038037
Purity ≥95%
MDL No. MFCD16250655
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅ClN₂O
Molecular Weight None
Synonym(s) 6-Chloro-4-methoxypyridine-3-carbonitrile
SMILES COC1=C(C#N)C=NC(=C1)Cl

Description

6-Chloro-4-methoxynicotinonitrile features a strategically positioned chloro group and methoxy functionality on a pyridine core, enabling selective functionalization in medicinal chemistry. The nitrile moiety provides a robust handle for downstream transformations, while the electron-deficient ring enhances reactivity in cross-coupling processes. This compound serves as a key building block for bioactive heterocycles.

Application

6-Chloro-4-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 ortho-chloro group facilitates palladium-catalyzed coupling, while the nitrile and methoxy functionalities offer complementary reactivity for downstream transformations. Its bench-stable crystalline form and predictable regioselectivity make it well-suited for scalable synthesis of bioactive heterocycles.

Synthesis

Route1
- 557-21-1
- In-stock
  
  880870-13-3
- ~%
- In-stock
  
  1187190-69-7
References
- WO2010/129379 A1, ; Page/Page column 85-86 ; WO 2010/129379 A1
Route2
- In-stock
  
  17228-69-2
- ~%
- In-stock
  
  1187190-69-7
References
- WO2013/66714 A1, ;

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-H312-H332
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-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-4-methoxynicotinonitrile

CAS No. 1187190-69-7

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