5-BroMo-6-azaindole

Name: 5-BroMo-6-azaindole
Brand: ChemScene
Availability: InStock
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CAS No. 1215387-58-8
Cat. No. CS-W019615
Purity≥96%
MDL No.MFCD12024306

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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+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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Structure of 1215387-58-8

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Description

5-Bromo-6-azaindole delivers a sterically accessible, electron-deficient heterocyclic scaffold ideal for transition-metal-catalyzed cross-couplings. The bromine at the 5-position enables direct functionalization, while the nitrogen in the 6-position enhances solubility and modulates reactivity. This bench-stable building block integrates seamlessly into complex molecular architectures.

Application

5-Bromo-6-azaindole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo substituent and electron-deficient heterocyclic core. Its moderate basicity and bench stability facilitate purification and handling in multi-step syntheses. Functions effectively in Suzuki-Miyaura, Stille, and Negishi couplings for constructing complex heterocyclic scaffolds relevant to kinase inhibitors and other bioactive molecules.

General Information

CAS No. 1215387-58-8
Cat. No. CS-W019615
Purity ≥96%
MDL No. MFCD12024306
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrN₂
Molecular Weight 197.03
Synonym(s) 5-Bromo-1H-pyrrolo[2,3-c]pyridine
SMILES BrC1=NC=C2NC=CC2=C1

Computational Chemistry Data

TPSA 28.68
LogP 2.3254
H_Acceptors 1
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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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5-BroMo-6-azaindole

CAS No. 1215387-58-8

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