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

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

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

Computational Chemistry Data

TPSA 24.92
LogP 1.703
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Safety Information

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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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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

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

CAS No. 23596-25-0

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