5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde

Name: 5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 757978-33-9
Cat. No. CS-W009115
Purity≥95%
MDL No.MFCD09755969

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde|CS-W009115

Structure of 757978-33-9

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General Information

CAS No. 757978-33-9
Cat. No. CS-W009115
Purity ≥95%
MDL No. MFCD09755969
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅BrN₂O
Molecular Weight 225.04
Synonym(s) 5-Bromo-7-azaindole-3-carboxaldehyde
SMILES O=CC1=CNC2=NC=C(Br)C=C21

Description

5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde features a brominated pyrrolopyridine core paired with a reactive aldehyde handle. This electron-deficient heterocycle integrates readily into cross-coupling and cyclization workflows, enabling rapid access to complex scaffolds in medicinal chemistry and materials synthesis.

Application

5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the pyrrole and pyridine rings. The aldehyde group facilitates nucleophilic additions and condensation reactions, while the bromo substituent supports palladium-catalyzed cross-couplings. Its bench-stable nature and compatibility with standard synthetic protocols make it ideal for constructing complex scaffolds in medicinal chemistry and materials science applications.

Synthesis

Route1
- 64-19-7
- In-stock
  
  183208-35-7
- ~60%
- In-stock
  
  757978-33-9
References
- The University of Tokyo; Riken; NAGANO Tetsuo; OKABE Takayoshi; KOJIMA Hirotatsu; SAITO Nae; NAKANO Hirofumi; ABE Masanao; TANAKA Akiko; HONMA Teruki; YOKOYAMA Shigeyuki; TSUGANEZAWA Keiko; YUKI Hitomi Patent: EP2565192 A1, 2013 ; Location in patent: Paragraph 0304 ;
Route2
- 4885-02-3
- In-stock
  
  183208-35-7
- ~%
- In-stock
  
  757978-33-9
References
- US2009/253679 A1, ; Page/Page column 40 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362+P364

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Computational Chemistry Data

TPSA 45.75
LogP 2.1379
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde

CAS No. 757978-33-9

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