1-Methyl-1H-pyrrolo[2,3-b]pyridin-5-amine

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

CAS No. 883986-76-3
Cat. No. CS-0004867
Purity≥95%
MDL No.MFCD12923911

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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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1-Methyl-1H-pyrrolo[2,3-b]pyridin-5-amine|CS-0004867

Structure of 883986-76-3

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General Information

CAS No. 883986-76-3
Cat. No. CS-0004867
Purity ≥95%
MDL No. MFCD12923911
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₉N₃
Molecular Weight 147.18
Synonym(s) 5-Amino-1-methyl-7-azaindole
SMILES NC1=CN=C2N(C)C=CC2=C1

Description

1-Methyl-1H-pyrrolo[2,3-b]pyridin-5-amine features a fused heterocyclic core with a methylated pyrrole nitrogen and an exocyclic amine, enabling strong hydrogen bonding and enhanced solubility. This electron-rich scaffold integrates readily into bioactive molecules, serving as a key building block for kinase inhibitors and fluorescent probes under standard conditions.

Application

1-Methyl-1H-pyrrolo[2,3-b]pyridin-5-amine serves as a versatile heterocyclic building block for medicinal chemistry and catalytic synthesis. Its electron-rich pyrrolopyridine core enables efficient coupling reactions and functionalization at the C5 position. The N-methyl group enhances metabolic stability and modulates basicity, improving solubility and bioavailability. This scaffold exhibits robust bench stability and compatibility with standard purification techniques, facilitating integration into multi-step syntheses of kinase inhibitors and other pharmaceutical intermediates.

Synthesis

Route1
- In-stock
  
  1135437-92-1
- ~85%
- In-stock
  
  883986-76-3
References
- The United States of America, as represented by the Secretary, Department of Health and Human Services; Science Applications International Corporation (SAIC); Albany Molecular Research, Inc. Patent: WO2009/42907 A1, 2009 ; Location in patent: Page/Page column 88-89 ; WO 2009/042907 A1
Route2
- 883986-75-2
- ~%
- In-stock
  
  883986-76-3
References
- ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2006/40520 A1, 2006 ; Location in patent: Page/Page column 127 ; WO 2006/040520 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 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-5-amine

CAS No. 883986-76-3

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