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

Name: 4-Chloro-3-methyl-1H-pyrrolo[2,3-b]pyridine
Brand: ChemScene
Availability: InStock
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CAS No. 688782-02-7
Cat. No. CS-W019790
Purity≥97%
MDL No.MFCD15529289

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FedEx Limited Quantities Ground	$0.00
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4-Chloro-3-methyl-1H-pyrrolo[2,3-b]pyridine|CS-W019790

Structure of 688782-02-7

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General Information

CAS No. 688782-02-7
Cat. No. CS-W019790
Purity ≥97%
MDL No. MFCD15529289
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇ClN₂
Molecular Weight 166.61
Synonym(s) 4-Chloro-3-methyl-7-azaindole
SMILES ClC1=C2C(NC=C2C)=NC=C1

Description

4-Chloro-3-methyl-1H-pyrrolo[2,3-b]pyridine is a heterocyclic building block featuring a chlorine substituent at the 4-position and a methyl group at the 3-position on the pyrrolo[2,3-b]pyridine core. This electron-deficient scaffold enables efficient coupling reactions in medicinal chemistry, offering enhanced metabolic stability and tunable solubility for target-directed synthesis.

Application

4-Chloro-3-methyl-1H-pyrrolo[2,3-b]pyridine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to substituted pyrrolopyridine scaffolds via palladium-catalyzed cross-coupling reactions. The chloro group facilitates reliable Suzuki, Stille, and Buchwald–Hartwig functionalization, while the methyl substituent enhances metabolic stability and modulates electronic properties. Bench-stable and readily purified by flash chromatography, it functions as a key intermediate in the synthesis of kinase inhibitors and other bioactive compounds.

Synthesis

Route1
- 688782-00-5
- ~27%
- In-stock
  
  688782-02-7
References
- WO2005/108397 A1, ; Page/Page column 41-42 ;
Route2
- 688782-00-5
- 124-63-0
- ~%
- In-stock
  
  688782-02-7
References
- US2008/269268 A1, ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H302
Precautionary Statements : P264-P270-P330-P501

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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

688782-02-7 sigma688782-02-7 manufacturer688782-02-7 price688782-02-7 structure688782-02-7 SDSbuy 688782-02-7688782-02-7 supplier688782-02-7 uses688782-02-7 molecular weightprice of 688782-02-7688782-02-7 chemical name formula of 688782-02-7

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

CAS No. 688782-02-7

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