2-Bromo-1H-indole-3-carbaldehyde

Name: 2-Bromo-1H-indole-3-carbaldehyde
Brand: ChemScene
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CAS No. 119910-45-1
Cat. No. CS-0037200
Purity≥97%
MDL No.MFCD18449874

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2-Bromo-1H-indole-3-carbaldehyde|CS-0037200

Structure of 119910-45-1

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Description

2-Bromo-1H-indole-3-carbaldehyde features a brominated indole core with a reactive aldehyde handle at the 3-position, enabling direct coupling in cross-coupling and condensation reactions. This bench-stable compound integrates readily into heterocyclic scaffolds for medicinal chemistry applications.

Application

2-Bromo-1H-indole-3-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C3 aldehyde position and ortho-bromination for subsequent cross-coupling. Its stability under standard reaction conditions facilitates efficient diversification via Suzuki-Miyaura, Stille, or Negishi couplings. The aldehyde group allows for imine formation and reductive amination, while the bromide supports palladium-catalyzed transformations, making it ideal for constructing complex heterocyclic scaffolds in API development.

General Information

CAS No. 119910-45-1
Cat. No. CS-0037200
Purity ≥97%
MDL No. MFCD18449874
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₆BrNO
Molecular Weight 224.05
Synonym(s) 1H-Indole-3-carboxaldehyde,2-bromo
SMILES O=CC1=C(Br)NC2=C1C=CC=C2

Computational Chemistry Data

TPSA 32.86
LogP 2.7429
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P235-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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2-Bromo-1H-indole-3-carbaldehyde

CAS No. 119910-45-1

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