5-Bromoisoindoline hydrochloride

Name: 5-Bromoisoindoline hydrochloride
Brand: ChemScene
Availability: InStock
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CAS No. 919346-89-7
Cat. No. CS-B0832
Purity≥97%
MDL No.MFCD10700135

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5-Bromoisoindoline hydrochloride|CS-B0832

Structure of 919346-89-7

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General Information

CAS No. 919346-89-7
Cat. No. CS-B0832
Purity ≥97%
MDL No. MFCD10700135
Storage Store at room temperature, keep dry and cool
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₉BrClN
Molecular Weight 234.52
Synonym(s) 5-Bromo-isoindoline hydrochloride
SMILES BrC1=CC2=C(CNC2)C=C1.Cl

Description

5-Bromoisoindoline hydrochloride offers a stable, moisture-tolerant platform for constructing complex heterocycles in medicinal chemistry. The bromine substituent enables direct functionalization via cross-coupling, while the protonated isoindoline core enhances solubility and handling under standard conditions. This salt form facilitates purification and integration into multi-step syntheses.

Application

5-Bromoisoindoline hydrochloride serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the isoindoline core. Its bromine substituent facilitates palladium-catalyzed cross-coupling reactions, including Suzuki-Miyaura and Buchwald-Hartwig couplings, under standard conditions. The hydrochloride salt enhances solubility and stability in polar solvents, simplifying handling and purification. This compound functions reliably in the synthesis of biologically active heterocycles and pharmaceutical intermediates, offering predictable reactivity and compatibility with common protecting groups.

Synthesis

Route1
- In-stock
  
  6941-75-9
- In-stock
  
  24424-99-5
- 64990-51-8
- ~44%
- In-stock
  
  919346-89-7
- In-stock
  
  127168-84-7
References
- Deng, Jianghe; Kerns, Jeffrey K.; Jin, Qi; Lin, Guoliang; Lin, Xichen; Lindenmuth, Michael; Neipp, Christopher; Nie, Hong; Thomas, Sonia M.; Widdowson, Katherine L. Patent: US2009/143372 A1, 2009 ; US 20090143372 A1

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

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Computational Chemistry Data

TPSA 12.03
LogP 2.4741
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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5-Bromoisoindoline hydrochloride

CAS No. 919346-89-7

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