6-Chloro-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine

Name: 6-Chloro-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine
Brand: ChemScene
Availability: InStock
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CAS No. 23596-25-0
Cat. No. CS-W006902
Purity≥97%
MDL No.MFCD00980787

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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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6-Chloro-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine|CS-W006902

Structure of 23596-25-0

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General Information

CAS No. 23596-25-0
Cat. No. CS-W006902
Purity ≥97%
MDL No. MFCD00980787
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇ClN₂
Molecular Weight 154.60
Synonym(s) 6-chloro-1H,2H,3H-pyrrolo[3,2-c]pyridine
SMILES ClC1=CC2=C(CCN2)C=N1

Description

6-Chloro-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine features a fused heterocyclic core with a chlorine substituent at the 6-position, delivering enhanced electron deficiency and improved reactivity in cross-coupling transformations. This bench-stable scaffold integrates readily into complex molecular architectures, enabling efficient access to functionalized pyrrolopyridine derivatives for medicinal chemistry and materials applications.

Application

6-Chloro-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine serves as a versatile heterocyclic building block in medicinal chemistry, enabling direct functionalization at the C6 position via palladium-catalyzed cross-coupling. Its stable dihydro scaffold exhibits favorable reactivity in Suzuki, Negishi, and Buchwald–Hartwig reactions, facilitating rapid access to substituted pyrrolopyridine derivatives. The chlorine substituent provides excellent orthogonality for late-stage diversification, while the bench-stable, crystalline nature simplifies handling and purification in multi-step syntheses.

Synthesis

Route1
- In-stock
  
  74976-31-1
- ~41%
- In-stock
  
  23596-25-0
References
- ASTEX THERAPEUTICS LIMITED; WOOLFORD, Alison Jo-Anne; HOWARD, Steven; BUCK, Ildiko Maria; CHESSARI, Gianni; JOHNSON, Christopher Norbert; TAMANINI, Emiliano; DAY, James Edward Harvey; CHIARPARIN, Elisabetta; HEIGHTMAN, Thomas Daniel; FREDERICKSON, Martyn; GRIFFITHS-JONES, Charlotte Mary Patent: WO2012/143726 A1, 2012 ; Location in patent: Page/Page column 130 ;
Route2
- In-stock
  
  66751-33-5
- ~%
- In-stock
  
  23596-25-0
References
- Plexxikon, Inc. Patent: US2005/288354 A1, 2005 ;

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

Quality Control

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Computational Chemistry Data

TPSA 24.92
LogP 1.703
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Key Words

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6-Chloro-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine

CAS No. 23596-25-0

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