(2-Butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone

Name: (2-Butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 141627-42-1
Cat. No. CS-M0181
Purity≥98%
MDL No.MFCD14525623

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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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(2-Butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone|CS-M0181

Structure of 141627-42-1

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General Information

CAS No. 141627-42-1
Cat. No. CS-M0181
Purity ≥98%
MDL No. MFCD14525623
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₁₉NO₅
Molecular Weight 353.37
Synonym(s) None
SMILES O=C(C1=C(CCCC)OC2=CC=C([N+]([O-])=O)C=C21)C3=CC=C(OC)C=C3

Description

This boronate moiety integrates a 2-butyl-5-nitrobenzofuran-3-yl group with a 4-methoxyphenyl substituent, delivering enhanced stability and solubility in organic media. The para-methoxy phenyl enhances electron density, while the nitro group imparts strong electron-withdrawing character, enabling efficient coupling in cross-coupling protocols. Bench-stable and moisture-tolerant, this compound serves as a high-performance building block for complex molecular architectures in medicinal chemistry and materials science.

Application

(2-Butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone serves as a versatile heterocyclic building block for medicinal chemistry and materials science applications. Its benzofuran core, substituted with a nitro group at C5 and a butyl chain at C2, provides enhanced lipophilicity and metabolic stability. The ketone functionality enables facile derivatization via nucleophilic addition or reductive amination. The 4-methoxyphenyl moiety offers improved solubility and electron-donating character, facilitating downstream functionalization in standard synthetic workflows.

Synthesis

Route1
- 100-09-4
- In-stock
  
  133238-87-6
- ~74%
- In-stock
  
  141627-42-1
References
- Shasun Pharma Solutions Limited Patent: US2008/154049 A1, 2008 ; Location in patent: Page/Page column 9 ;
Route2
- 100-07-2
- In-stock
  
  133238-87-6
- ~88%
- In-stock
  
  141627-42-1
References
- CADILA HEALTHCARE LIMITED; DWIVEDI, Shriprakash, Dhar; PATEL, Vipul, Kantibhai; PANDYA, Jayesh, Mohanlal Patent: WO2012/32545 A1, 2012 ; Location in patent: Page/Page column 32 ;
Route3
- 1256921-45-5
- ~96%
- In-stock
  
  141627-42-1
References
- SANOFI-AVENTIS; KRETZSCHMAR, Gerhard; KRAFT, Volker; OLPP, Thomas; ROSSEN, Kai Patent: WO2010/136500 A1, 2010 ; Location in patent: Page/Page column 35 ;

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 82.58
LogP 4.9232
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 7

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzofuran compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(2-Butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone

CAS No. 141627-42-1

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