1H-Pyrrolo[2,3-b]pyridin-4-amine

Name: 1H-Pyrrolo[2,3-b]pyridin-4-amine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 74420-00-1
Cat. No. CS-B0510
Purity≥97%
MDL No.MFCD07778366

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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1H-Pyrrolo[2,3-b]pyridin-4-amine|CS-B0510

Structure of 74420-00-1

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General Information

CAS No. 74420-00-1
Cat. No. CS-B0510
Purity ≥97%
MDL No. MFCD07778366
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇N₃
Molecular Weight 133.15
Synonym(s) 1H-Pyrrolo[2,3-b]pyridin-4-amin
SMILES NC1=C2C(NC=C2)=NC=C1

Description

1H-Pyrrolo[2,3-b]pyridin-4-amine features a fused heterocyclic core with a strategically positioned amine group enabling direct functionalization. This scaffold exhibits enhanced solubility and stability under standard conditions, facilitating integration into complex molecular architectures. The electron-rich pyrrolopyridine framework supports diverse synthetic transformations, particularly in medicinal chemistry applications requiring robust, planar scaffolds for target engagement.

Application

1H-Pyrrolo[2,3-b]pyridin-4-amine serves as a versatile heterocyclic building block in medicinal chemistry, enabling the construction of kinase inhibitors and other bioactive scaffolds. Its electron-rich pyrrolopyridine core facilitates palladium-catalyzed coupling reactions, while the primary amine group supports facile derivatization. The compound exhibits good bench stability and compatibility with standard purification methods, making it well-suited for iterative synthesis campaigns in drug discovery.

Synthesis

Route1
- 74420-06-7
- ~78%
- In-stock
  
  74420-00-1
References
- BAYER HEALTHCARE AG Patent: WO2004/39796 A1, 2004 ; Location in patent: Page/Page column 65 ; WO 2004/039796 A1
Route2
- 83683-82-3
- ~93%
- In-stock
  
  74420-00-1
References
- Antonini; Claudi; Cristalli; Franchetti; Grifantini; Martelli Journal of Medicinal Chemistry, 1982 , vol. 25, # 10 p. 1258 - 1261
Route3
- 361370-27-6
- ~%
- In-stock
  
  74420-00-1
References
- WO2005/82367 A1, ; Page/Page column 42 ; WO 2005/082367 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
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 54.7
LogP 1.1451
H_Acceptors 2
H_Donors 2
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]pyridin-4-amine

CAS No. 74420-00-1

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