5-Bromo-3,3-dimethyl-2,3-dihydro-1h-indol-2-one

Name: 5-Bromo-3,3-dimethyl-2,3-dihydro-1h-indol-2-one
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 120902-45-6
Cat. No. CS-0050606
Purity≥97%
MDL No.None

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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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5-Bromo-3,3-dimethyl-2,3-dihydro-1h-indol-2-one|CS-0050606

Structure of 120902-45-6

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General Information

CAS No. 120902-45-6
Cat. No. CS-0050606
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₀BrNO
Molecular Weight 240.10
Synonym(s) 5-Bromo-3,3-dimethylindolin-2-one
SMILES CC1(C)C(=O)NC2=C1C=C(Br)C=C2

Description

5-Bromo-3,3-dimethyl-2,3-dihydro-1H-indol-2-one features a sterically hindered indolinone core with a bromine substituent at the 5-position, enhancing its utility in cross-coupling reactions. The electron-deficient carbonyl and protected nitrogen facilitate direct functionalization, while the dimethyl groups confer improved stability and solubility under standard conditions.

Application

5-Bromo-3,3-dimethyl-2,3-dihydro-1H-indol-2-one serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted indole scaffolds. The bromine at C5 facilitates palladium-catalyzed cross-coupling reactions, while the 3,3-dimethyl substitution enhances bench stability and simplifies purification. This compound functions effectively in standard heterocyclic synthesis workflows, offering predictable reactivity for the construction of complex molecular architectures relevant to API development.

Synthesis

Route1
- In-stock
  
  19155-24-9
- ~92%
- In-stock
  
  120902-45-6
References
- American Home Products Corporation; Ligand Pharmaceuticals, Inc. Patent: US6355648 B1, 2002 ; Location in patent: Page column 48 ; US 6355648 B1
Route2
- In-stock
  
  59-48-3
- ~90%
- In-stock
  
  120902-45-6
References
- American Home Products Corporation; Ligand Pharmaceuticals, Inc. Patent: US6329416 B1, 2001 ; US 6329416 B1

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 29.1
LogP 2.6788
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indolin compounds

Key Words

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5-Bromo-3,3-dimethyl-2,3-dihydro-1h-indol-2-one

CAS No. 120902-45-6

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