Methyl 3-amino-4-methoxybenzoate

Name: Methyl 3-amino-4-methoxybenzoate
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CAS No. 24812-90-6
Cat. No. CS-W017157
Purity≥98%
MDL No.MFCD00017196

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Methyl 3-amino-4-methoxybenzoate|CS-W017157

Structure of 24812-90-6

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General Information

CAS No. 24812-90-6
Cat. No. CS-W017157
Purity ≥98%
MDL No. MFCD00017196
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₁NO₃
Molecular Weight 181.19
Synonym(s) Methyl 3-Amino-p-anisate
SMILES O=C(OC)C1=CC=C(OC)C(N)=C1

Description

Methyl 3-amino-4-methoxybenzoate features a strategically positioned amino group flanked by methoxy and ester functionalities, enabling versatile coupling reactions. This electron-rich scaffold integrates readily into pharmaceutical intermediates and functional materials, offering enhanced solubility and stability under standard conditions.

Application

Methyl 3-amino-4-methoxybenzoate serves as a versatile building block in medicinal chemistry, enabling direct access to substituted benzamide and heterocyclic scaffolds. The ortho-distributed amino and methoxy groups provide strong directing effects in electrophilic substitution and facilitate selective derivatization. Its bench-stable nature and compatibility with standard coupling reactions make it well-suited for modular synthesis workflows.

Synthesis

Route1
- 67-56-1
- In-stock
  
  2840-26-8
- ~97%
- In-stock
  
  24812-90-6
References
- Shin, Dongkyu; Lee, Seung-Chul; Heo, Yong-Seok; Lee, Woon-Young; Cho, Yong-Soon; Kim, Yong Eun; Hyun, Young-Lan; Cho, Joong Myung; Lee, Yoon Sup; Ro, Seonggu Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 20 p. 5686 - 5689
Route2
- In-stock
  
  40757-20-8
- ~%
- In-stock
  
  24812-90-6
References
- Journal of the American Chemical Society, , vol. 63, p. 2204,2208
Route3
- In-stock
  
  2486-69-3
- 18107-18-1
- ~92%
- In-stock
  
  24812-90-6
References
- Keegan, Kathleen S.; Kesicki, Edward A.; Gaudino, John Joseph; Cook, Adam Wade; Cowen, Scott Douglas; Burgess, Laurence Edward Patent: US2003/69284 A1, 2003 ; US 20030069284 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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 61.55
LogP 1.064
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 3-amino-4-methoxybenzoate

CAS No. 24812-90-6

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