6-Acetylnicotinonitrile

Name: 6-Acetylnicotinonitrile
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 52689-19-7
Cat. No. CS-0062110
Molecule weight146.15
Purity≥98%
MDL No.MFCD13189084

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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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General Information

CAS No. 52689-19-7
Cat. No. CS-0062110
Purity ≥98%
MDL No. MFCD13189084
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆N₂O
Molecular Weight 146.15
Synonym(s) 6-ACETYLPYRIDINE-3-CARBONITRILE
SMILES N1=C(C(=O)C)C=CC(C#N)=C1

Description

6-Acetylnicotinonitrile features a pyridine core bearing acetyl and nitrile groups at the 6-position, enabling versatile integration into synthetic routes. This bench-stable compound serves as a key intermediate for bioactive heterocycles, leveraging its dual functional handles for selective coupling reactions under standard conditions.

Application

6-Acetylnicotinonitrile serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized pyridine scaffolds. The molecule combines an electron-deficient pyridine ring with orthogonal reactive handles—namely the nitrile and acetyl groups—facilitating diverse transformations including nucleophilic substitution, condensation reactions, and cyclization pathways. Its bench-stable nature and compatibility with standard purification techniques make it well-suited for use in medicinal chemistry campaigns and process development workflows.

Synthesis

Route1
- 928649-93-8
- ~66%
- In-stock
  
  52689-19-7
References
- ELI LILLY AND COMPANY Patent: WO2007/28083 A2, 2007 ; Location in patent: Page/Page column 142 ; WO 2007/028083 A2
Route2
- 100-54-9
- 127-17-3
- ~20%
- In-stock
  
  52689-19-7
References
- DAIICHI PHARMACEUTICAL CO., LTD. Patent: EP1698626 A1, 2006 ; Location in patent: Page/Page column 86-87 ;

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 53.75
LogP 1.15588
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ketone

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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6-Acetylnicotinonitrile

CAS No. 52689-19-7

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