1-Methyl-4-chloro-5-azaindole

Name: 1-Methyl-4-chloro-5-azaindole
Brand: ChemScene
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CAS No. 27382-01-0
Cat. No. CS-W019872
Purity≥96%
MDL No.MFCD09258871

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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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1-Methyl-4-chloro-5-azaindole|CS-W019872

Structure of 27382-01-0

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General Information

CAS No. 27382-01-0
Cat. No. CS-W019872
Purity ≥96%
MDL No. MFCD09258871
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇ClN₂
Molecular Weight 166.61
Synonym(s) 4-Chloro-1-methyl-1H-pyrrolo[3,2-c]pyridine; 4-chloro-1-methyl-1H-pyrrolo
SMILES CN1C=CC2=C1C=CN=C2Cl

Description

1-Methyl-4-chloro-5-azaindole features a fused heterocyclic core with strategic substitution, combining electron-deficient character at the pyridine-like nitrogen with a chloro group for enhanced reactivity. This scaffold integrates readily into pharmaceutical intermediates and functional materials, offering robust stability under standard conditions and facilitating diverse synthetic transformations.

Application

1-Methyl-4-chloro-5-azaindole serves as a versatile building block for the synthesis of bioactive heterocycles, particularly in medicinal chemistry and agrochemical research. The molecule combines a chlorine electrophile at C4 with a methylated pyrrole nitrogen, enabling selective cross-coupling reactions such as Pd-catalyzed Suzuki-Miyaura and Buchwald-Hartwig transformations. Its bench-stable solid form facilitates handling and purification, while the azaindole core provides favorable metabolic and physicochemical properties for drug-like scaffolds.

Synthesis

Route1
- 27381-99-3
- ~55%
- In-stock
  
  27382-01-0
References
- New, James S.; Christopher, William L.; Yevich, Joseph P.; Butler, Rhett; Schlemmer, R. Francis; et al. Journal of Medicinal Chemistry, 1989 , vol. 32, # 6 p. 1147 - 1156

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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Computational Chemistry Data

TPSA 17.82
LogP 2.2267
H_Acceptors 2
H_Donors 0
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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1-Methyl-4-chloro-5-azaindole

CAS No. 27382-01-0

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