6-Bromobenzo[d]isoxazol-3-amine

Name: 6-Bromobenzo[d]isoxazol-3-amine
Brand: ChemScene
Availability: InStock
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CAS No. 177995-39-0
Cat. No. CS-W005980
Purity≥97%
MDL No.MFCD09788587

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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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6-Bromobenzo[d]isoxazol-3-amine|CS-W005980

Structure of 177995-39-0

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General Information

CAS No. 177995-39-0
Cat. No. CS-W005980
Purity ≥97%
MDL No. MFCD09788587
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrN₂O
Molecular Weight 213.03
Synonym(s) 6-Bromobenzo[D]Isoxazol-3-Ylamine
SMILES NC1=NOC2=CC(Br)=CC=C12

Description

6-Bromobenzo[d]isoxazol-3-amine integrates a bromine substituent and an amine group on a fused isoxazole scaffold, enabling direct functionalization in cross-coupling and bioconjugation workflows. This bench-stable heterocycle serves as a key intermediate for medicinal chemistry and materials synthesis.

Application

6-Bromobenzo[d]isoxazol-3-amine serves as a versatile building block for the synthesis of functionalized heterocycles and bioactive molecules. The bromine substituent enables palladium-catalyzed cross-coupling reactions, while the primary amine facilitates derivatization via acylation, alkylation, or coupling protocols. This compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for iterative medicinal chemistry campaigns and API intermediate development.

Synthesis

Route1
- In-stock
  
  546-88-3
- In-stock
  
  105942-08-3
- ~71%
- In-stock
  
  177995-39-0
References
- Palermo Tetrahedron Letters, 1996 , vol. 37, # 17 p. 2885 - 2886
Route2
- In-stock
  
  105942-08-3
- ~%
- In-stock
  
  177995-39-0
References
- Tetrahedron Letters, , vol. 43, # 48 p. 8777 - 8779

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 52.05
LogP 2.1725
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Benzoisoxazole compounds

Key Words

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6-Bromobenzo[d]isoxazol-3-amine

CAS No. 177995-39-0

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