4-Chloro-1-(triisopropylsilyl)-7-azaindole

Name: 4-Chloro-1-(triisopropylsilyl)-7-azaindole
Brand: ChemScene
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CAS No. 651744-48-8
Cat. No. CS-M2741
Purity≥95%
MDL No.MFCD09763673

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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4-Chloro-1-(triisopropylsilyl)-7-azaindole|CS-M2741

Structure of 651744-48-8

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General Information

CAS No. 651744-48-8
Cat. No. CS-M2741
Purity ≥95%
MDL No. MFCD09763673
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₅ClN₂Si
Molecular Weight 308.92
Synonym(s) 4-Chloro-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine
SMILES ClC1=C2C(N(C=C2)[Si](C(C)C)(C(C)C)C(C)C)=NC=C1

Description

4-Chloro-1-(triisopropylsilyl)-7-azaindole is a bench-stable, moisture-tolerant heterocyclic building block featuring a chlorine substituent at the 4-position and a bulky triisopropylsilyl group at the 1-position. This combination enhances solubility and stability during synthetic manipulations. The electron-deficient 7-azaindole core facilitates efficient coupling reactions, particularly in transition-metal-catalyzed processes. Its robust silyl protection enables reliable deprotection under mild conditions, making it ideal for complex molecule assembly in medicinal chemistry and materials science applications.

Application

4-Chloro-1-(triisopropylsilyl)-7-azaindole serves as a versatile building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The triisopropylsilyl group provides excellent stability and facilitates purification, while the 4-chloro substituent offers a reliable handle for diversification. This scaffold is particularly valuable in constructing complex heterocyclic systems found in pharmaceutical candidates.

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 17.82
LogP 5.7133
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Organosilicon compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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4-Chloro-1-(triisopropylsilyl)-7-azaindole

CAS No. 651744-48-8

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