Benzofuran-5-amine

Name: Benzofuran-5-amine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 58546-89-7
Cat. No. CS-W004624
Purity≥95%
MDL No.MFCD04125391

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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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Structure of 58546-89-7

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General Information

CAS No. 58546-89-7
Cat. No. CS-W004624
Purity ≥95%
MDL No. MFCD04125391
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇NO
Molecular Weight 133.15
Synonym(s) 1-Benzofuran-5-amine
SMILES NC1=CC=C(OC=C2)C2=C1

Description

Benzofuran-5-amine is a heterocyclic amine featuring a benzofuran core with a primary amine at the 5-position. This scaffold integrates readily into bioactive molecules due to its planar structure and moderate electron-donating character. The amine group enables direct coupling reactions, facilitating rapid access to pharmaceutical intermediates and functional materials under standard conditions.

Application

Benzofuran-5-amine serves as a versatile building block in medicinal chemistry and materials science, enabling efficient access to heterocyclic scaffolds via palladium-catalyzed coupling reactions. Its electron-rich aromatic core facilitates direct functionalization at the 5-position, while the primary amine group offers straightforward derivatization for conjugation or protection. Bench-stable and readily purified by recrystallization, it functions effectively in standard synthetic workflows requiring nitrogen incorporation into complex architectures.

Synthesis

Route1
- In-stock
  
  18761-31-4
- 7439-89-6
- ~49%
- In-stock
  
  58546-89-7
References
- Qian, Changgeng; Cai, Xiong; Zhai, Haixiao Patent: US2009/76044 A1, 2009 ; Location in patent: Page/Page column 25 ; US 20090076044 A1
Route2
- 909398-11-4
- ~72%
- In-stock
  
  58546-89-7
References
- Bonini, Carlo; Cristiani, Graziella; Funicello, Maria; Viggiani, Licia Synthetic Communications, 2006 , vol. 36, # 14 p. 1983 - 1990
Route3
- 909398-09-0
- ~%
- In-stock
  
  58546-89-7
References
- Synthetic Communications, , vol. 36, # 14 p. 1983 - 1990

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 39.16
LogP 2.015
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzofuran compounds

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Benzofuran-5-amine

CAS No. 58546-89-7

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