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

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

CAS No. 849067-90-9
Cat. No. CS-W020696
Molecule weight146.15
Purity≥97%
MDL No.MFCD08272241

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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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Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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1H-Pyrrolo[2,3-b]pyridine-5-carboxaldehyde|CS-W020696

Structure of 849067-90-9

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General Information

CAS No. 849067-90-9
Cat. No. CS-W020696
Purity ≥97%
MDL No. MFCD08272241
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆N₂O
Molecular Weight 146.15
Synonym(s) 7-Azaindole-5-carboxaldehyde
SMILES O=CC1=CN=C(NC=C2)C2=C1

Description

1H-Pyrrolo[2,3-b]pyridine-5-carboxaldehyde is a heteroaromatic aldehyde featuring a fused pyrrole-pyridine core with a reactive formyl group at the 5-position. This electron-deficient scaffold integrates readily into C–C coupling reactions and serves as a key building block for bioactive molecule synthesis. The aldehyde functionality enables efficient derivatization under mild conditions, facilitating rapid access to diverse ligands and pharmaceutical intermediates.

Application

1H-Pyrrolo[2,3-b]pyridine-5-carboxaldehyde serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its aldehyde functionality enables efficient imine formation, reductive amination, and coupling reactions under standard conditions. The scaffold exhibits excellent bench stability and compatibility with diverse functional groups, facilitating rapid diversification in target-oriented synthesis. This compound functions as a key intermediate in the construction of bioactive molecules and advanced organic materials.

Synthesis

Route1
- 107-31-3
- In-stock
  
  183208-35-7
- ~32%
- In-stock
  
  849067-90-9
References
- F. HOFFMANN-LA ROCHE AG; ALIAGAS-MARTIN, Ignacio; CRAWFORD, James John; MATHIEU, Simon; RUDOLPH, Joachim; LEE, Wendy Patent: WO2013/92940 A1, 2013 ; Location in patent: Page/Page column 40 ;
Route2
- In-stock
  
  849067-97-6
- ~%
- In-stock
  
  849067-90-9
References
- WO2008/51494 A1, ; Page/Page column 166 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H319
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 45.75
LogP 1.3754
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

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-carboxaldehyde

CAS No. 849067-90-9

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