Methyl 2-(4-amino-3-nitrophenyl)acetate

Name: Methyl 2-(4-amino-3-nitrophenyl)acetate
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CAS No. 28694-94-2
Cat. No. CS-0127715
Molecule weight210.19
Purity≥98%
MDL No.None

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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+
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Methyl 2-(4-amino-3-nitrophenyl)acetate|CS-0127715

Structure of 28694-94-2

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General Information

CAS No. 28694-94-2
Cat. No. CS-0127715
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀N₂O₄
Molecular Weight 210.19
Synonym(s) methyl 4-amino-3-nitrophenylacetate
SMILES O=C(OC)CC1=CC=C(N)C([N+]([O-])=O)=C1

Description

Methyl 2-(4-amino-3-nitrophenyl)acetate features a strategically positioned nitro group flanking an amino-substituted aromatic ring, enabling selective coupling reactions. This electron-deficient scaffold integrates readily into complex heterocycles and serves as a key intermediate in the synthesis of bioactive molecules.

Application

Methyl 2-(4-amino-3-nitrophenyl)acetate serves as a versatile synthetic intermediate for constructing substituted aniline scaffolds. Its amino and nitro groups enable sequential functionalization, including selective reduction, coupling, and cyclization reactions. The methyl ester group provides a handle for further derivatization, while the molecule exhibits good bench stability and ease of purification—making it well-suited for medicinal chemistry campaigns and API precursor development.

Synthesis

Route1
- 123270-23-5
- ~87%
- In-stock
  
  28694-94-2
References
- ABBOTT LABORATORIES Patent: WO2004/76424 A1, 2004 ; Location in patent: Page 57 - 58 ; WO 2004/076424 A1
Route2
- In-stock
  
  39552-81-3
- ~18%
- In-stock
  
  28694-94-2
References
- TEMPERO PHARMACEUTICALS, INC.; BALOGLU, Erkan; BOHNERT, Gary, J.; GHOSH, Shomir; LOBERA, Mercedes; SCHMIDT, Darby, R.; SUNG, Leonard Patent: WO2013/19682 A1, 2013 ; Location in patent: Page/Page column 115 ; WO 2013/019682 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 95.46
LogP 0.8925
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 2-(4-amino-3-nitrophenyl)acetate

CAS No. 28694-94-2

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