Methyl 5-amino-2,4-difluorobenzoate

Name: Methyl 5-amino-2,4-difluorobenzoate
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CAS No. 125568-73-2
Cat. No. CS-W005638
Purity≥95%
MDL No.MFCD09396710

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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 5-amino-2,4-difluorobenzoate|CS-W005638

Structure of 125568-73-2

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General Information

CAS No. 125568-73-2
Cat. No. CS-W005638
Purity ≥95%
MDL No. MFCD09396710
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇F₂NO₂
Molecular Weight None
Synonym(s) Benzoic acid, 5-amino-2,4-difluoro-, methyl ester (9CI)
SMILES NC1=CC(=C(C=C1F)F)C(=O)OC

Description

Methyl 5-amino-2,4-difluorobenzoate features a strategically positioned amino group flanked by two fluorine atoms, enabling enhanced electronic modulation in synthetic intermediates. This bench-stable derivative integrates readily into pharmaceutical scaffolds, offering improved solubility and reactivity under standard conditions.

Application

Methyl 5-amino-2,4-difluorobenzoate serves as a versatile building block in medicinal chemistry, enabling efficient access to fluorinated heterocycles and bioactive scaffolds. The ortho-fluoro groups facilitate palladium-catalyzed cross-coupling reactions, while the amino and ester functionalities offer orthogonal handles for further derivatization. Bench-stable and readily purified by recrystallization, it supports scalable synthesis of targeted compounds.

Synthesis

Route1
- In-stock
  
  125568-71-0
- ~96%
- In-stock
  
  125568-73-2
References
- SMITHKLINE BEECHAM CORPORATION Patent: WO2009/58923 A1, 2009 ; Location in patent: Page/Page column 12 ; WO 2009/058923 A1
Route2
- In-stock
  
  1583-58-0
- ~%
- In-stock
  
  125568-73-2
References
- Journal of Organic Chemistry, , vol. 55, # 7 p. 2034 - 2044
Route3
- 125568-78-7
- 109-89-7
- ~10%
- In-stock
  
  125568-73-2
- 125569-06-4
References
- Journal of Organic Chemistry, , vol. 55, # 7 p. 2034 - 2044

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 52.32
LogP 1.3336
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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Methyl 5-amino-2,4-difluorobenzoate

CAS No. 125568-73-2

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