1H-Pyrrolo[2,3-b]pyridine-5-carbonitrile

Name: 1H-Pyrrolo[2,3-b]pyridine-5-carbonitrile
Brand: ChemScene
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CAS No. 517918-95-5
Cat. No. CS-B0100
Purity≥97%
MDL No.MFCD06659684

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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+
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1H-Pyrrolo[2,3-b]pyridine-5-carbonitrile|CS-B0100

Structure of 517918-95-5

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General Information

CAS No. 517918-95-5
Cat. No. CS-B0100
Purity ≥97%
MDL No. MFCD06659684
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅N₃
Molecular Weight 143.15
Synonym(s) 1H-pyrrolo(2,3-b)pyridine-5-carbonitrile
SMILES N#CC1=CN=C(NC=C2)C2=C1

Description

1H-Pyrrolo[2,3-b]pyridine-5-carbonitrile is a heteroaromatic scaffold featuring a fused pyrrole-pyridine core with a strategically positioned nitrile group. This electron-deficient system enables efficient integration into medicinal chemistry campaigns, serving as a key building block for bioactive molecules. The nitrile moiety enhances binding affinity through dipole interactions and offers versatility in downstream functionalization.

Application

1H-Pyrrolo[2,3-b]pyridine-5-carbonitrile serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its nitrile group enables direct functionalization or conversion to carboxylic acids and amides, while the fused pyrrolopyridine core provides structural rigidity and π-conjugation. The compound exhibits excellent bench stability and compatibility with standard coupling reactions, facilitating efficient synthesis of complex scaffolds.

Synthesis

Route1
- 557-21-1
- In-stock
  
  183208-35-7
- ~75%
- In-stock
  
  517918-95-5
References
- WO2004/78756 A2, ; Page 120-121 ; WO 2004/078756 A2
Route2
- 143-33-9
- In-stock
  
  183208-35-7
- ~67%
- In-stock
  
  517918-95-5
References
- US2007/49615 A1, ; Page/Page column 60-61 ;

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 52.47
LogP 1.43458
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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1H-Pyrrolo[2,3-b]pyridine-5-carbonitrile

CAS No. 517918-95-5

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