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

Name: 1-Methyl-1H-pyrrolo[2,3-b]pyridin-4-amine
Brand: ChemScene
Availability: InStock
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CAS No. 869335-48-8
Cat. No. CS-B0575
Purity≥96%
MDL No.MFCD15529352

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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1-Methyl-1H-pyrrolo[2,3-b]pyridin-4-amine|CS-B0575

Structure of 869335-48-8

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General Information

CAS No. 869335-48-8
Cat. No. CS-B0575
Purity ≥96%
MDL No. MFCD15529352
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₉N₃
Molecular Weight 147.18
Synonym(s) 4-Chloro-3-(trifluoroMethyl)-1-((2-(triMethylsilyl)ethoxy)Methyl)-1H-pyrrolo[2,3-b]pyridine
SMILES NC1=C(C=C2)C(N2C)=NC=C1

Description

1-Methyl-1H-pyrrolo[2,3-b]pyridin-4-amine features a fused heterocyclic core with a methylated pyrrole nitrogen and a primary amine at the C4 position. This scaffold delivers enhanced solubility and metabolic stability, enabling direct incorporation into kinase inhibitors and bioactive small molecules. The electron-rich aromatic system facilitates efficient coupling in transition-metal-catalyzed reactions under standard conditions.

Application

1-Methyl-1H-pyrrolo[2,3-b]pyridin-4-amine serves as a versatile heterocyclic building block for medicinal chemistry and catalytic synthesis. Its electron-rich pyrrolopyridine core enables efficient palladium-catalyzed coupling reactions, while the N-methylated nitrogen enhances metabolic stability and modulates basicity. The amine functionality facilitates straightforward derivatization, including acylation and alkylation, supporting rapid library generation. Bench-stable and readily purified by standard chromatography, it functions as a key scaffold in the development of kinase inhibitors and other bioactive compounds.

Synthesis

Route1
- 869335-47-7
- ~99%
- In-stock
  
  869335-48-8
References
- BAYER HEALTHCARE AG Patent: WO2005/108397 A1, 2005 ; Location in patent: Page/Page column 52 ;

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 43.84
LogP 1.1555
H_Acceptors 3
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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1-Methyl-1H-pyrrolo[2,3-b]pyridin-4-amine

CAS No. 869335-48-8

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