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

Name: 5-Chloro-1H-pyrrolo[3,2-b]pyridine
Brand: ChemScene
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CAS No. 65156-94-7
Cat. No. CS-W008284
Purity≥98%
MDL No.MFCD08062553

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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5-Chloro-1H-pyrrolo[3,2-b]pyridine|CS-W008284

Structure of 65156-94-7

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General Information

CAS No. 65156-94-7
Cat. No. CS-W008284
Purity ≥98%
MDL No. MFCD08062553
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅ClN₂
Molecular Weight 152.58
Synonym(s) 5-Chloro-4-azaindole,5-chloro-1H-pyrrolo[3,2-b]pyridine
SMILES ClC1=CC=C(NC=C2)C2=N1

Description

5-Chloro-1H-pyrrolo[3,2-b]pyridine is a heterocyclic scaffold featuring a chlorinated pyrrolopyridine core with enhanced electron deficiency. This structural motif integrates readily into medicinal chemistry libraries, offering high reactivity in cross-coupling transformations and serving as a key building block for kinase inhibitors and functional materials.

Application

5-Chloro-1H-pyrrolo[3,2-b]pyridine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. Its chlorine substituent facilitates selective C–H activation and Suzuki-Miyaura coupling, while the fused pyrrole-pyridine core provides enhanced rigidity and π-stacking potential for target engagement. The compound exhibits excellent bench stability and compatibility with standard purification methods, making it well-suited for scalable synthesis of kinase inhibitors and other bioactive scaffolds.

Synthesis

Route1
- 1420070-26-3
- ~71%
- In-stock
  
  65156-94-7
References
- Almirall, S.A.; Vidal Juan, Bernat; Alonso Diez, Juan Antonio; Buil Albero, María Antonia; Eastwood, Paul Robert; Esteve Trias, Cristina; Lozoya Toribio, María Estrella; Roberts, Richard Spurring; Vidal Gispert, Laura Patent: EP2548876 A1, 2013 ; Location in patent: Paragraph 0283-0286 ; EP 2548876 A1
Route2
- 1116138-21-6
- ~%
- In-stock
  
  65156-94-7
References
- WO2009/23844 A2, ; Page/Page column 139-140 ; WO 2009/023844 A2
Route3
- 123846-69-5
- ~%
- In-stock
  
  65156-94-7
References
- Bioorganic and Medicinal Chemistry, , vol. 17, # 24 p. 8206 - 8220

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 1759
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 28.68
LogP 2.2163
H_Acceptors 1
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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5-Chloro-1H-pyrrolo[3,2-b]pyridine

CAS No. 65156-94-7

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