6'-Bromospiro[cyclopropane-1,3'-indolin]-2'-one

Name: 6'-Bromospiro[cyclopropane-1,3'-indolin]-2'-one
Brand: ChemScene
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CAS No. 1378865-57-6
Cat. No. CS-W020501
Purity≥95%
MDL No.MFCD19703307

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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6'-Bromospiro[cyclopropane-1,3'-indolin]-2'-one|CS-W020501

Structure of 1378865-57-6

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General Information

CAS No. 1378865-57-6
Cat. No. CS-W020501
Purity ≥95%
MDL No. MFCD19703307
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₈BrNO
Molecular Weight 238.08
Synonym(s) 6'-Bromo-1'H-spiro[cyclopropane-1,3'-indole]-2'-one
SMILES Brc1ccc2c(NC(=O)C22CC2)c1

Description

6'-Bromospiro[cyclopropane-1,3'-indolin]-2'-one features a rigid spirocyclic scaffold integrating a brominated cyclopropane with an indolinone core. This architecture imparts unique steric and electronic properties, enabling selective functionalization in synthetic sequences. The bromine atom serves as a high-reactivity handle for cross-coupling transformations, while the spiro configuration enhances structural rigidity and metabolic stability.

Application

6'-Bromospiro[cyclopropane-1,3'-indolin]-2'-one serves as a versatile building block for the synthesis of spirocyclic indoline scaffolds prevalent in medicinal chemistry. The bromine at the 6' position enables palladium-catalyzed cross-coupling reactions, facilitating C–C bond formation under mild conditions. Its spirocyclic architecture confers rigidity and enhanced metabolic stability, while the ketone functionality offers opportunities for derivatization via nucleophilic addition or enolization. Bench-stable and readily purified by column chromatography, it functions effectively in multi-step syntheses of complex heterocycles and bioactive molecules.

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 29.1
LogP 2.4328
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indolin compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Building Blocks Skeleton Spirol Rings compounds

Key Words

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6'-Bromospiro[cyclopropane-1,3'-indolin]-2'-one

CAS No. 1378865-57-6

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