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

Name: 4-Chloro-6-methyl-1H-pyrrolo[3,2-c]pyridine
Brand: ChemScene
Availability: InStock
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CAS No. 178268-92-3
Cat. No. CS-0096466
Molecule weight166.61
Purity≥97%
MDL No.None

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4-Chloro-6-methyl-1H-pyrrolo[3,2-c]pyridine|CS-0096466

Structure of 178268-92-3

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General Information

CAS No. 178268-92-3
Cat. No. CS-0096466
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇ClN₂
Molecular Weight 166.61
Synonym(s) 4-Chloro-6-Methyl-5-azaindole
SMILES CC1=CC(NC=C2)=C2C(Cl)=N1

Description

4-Chloro-6-methyl-1H-pyrrolo[3,2-c]pyridine is a heterocyclic scaffold featuring a chlorine atom at C4 and a methyl group at C6, conferring enhanced electron deficiency and metabolic stability. This configuration enables efficient coupling in cross-coupling reactions, serving as a key building block for bioactive molecules in medicinal chemistry and agrochemical development.

Application

4-Chloro-6-methyl-1H-pyrrolo[3,2-c]pyridine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. Its chloro group facilitates Suzuki, Stille, and Negishi couplings, while the methyl substituent enhances metabolic stability and modulates electronic properties. The scaffold exhibits excellent bench stability and compatibility with diverse reaction conditions, making it ideal for constructing kinase inhibitors and other bioactive compounds.

Synthesis

Route1
- In-stock
  
  178268-91-2
- ~81%
- In-stock
  
  178268-92-3
References
- Meade, Eric A.; Beauchamp, Lilia M. Journal of Heterocyclic Chemistry, 1996 , vol. 33, # 2 p. 303 - 308
Route2
- 178268-90-1
- ~%
- In-stock
  
  178268-92-3
References
- Meade, Eric A.; Beauchamp, Lilia M. Journal of Heterocyclic Chemistry, 1996 , vol. 33, # 2 p. 303 - 308

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 28.68
LogP 2.52472
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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4-Chloro-6-methyl-1H-pyrrolo[3,2-c]pyridine

CAS No. 178268-92-3

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