Methyl 2-amino-4-fluorobenzoate

Name: Methyl 2-amino-4-fluorobenzoate
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CAS No. 2475-81-2
Cat. No. CS-W001513
Purity≥97%
MDL No.MFCD11054082

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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-amino-4-fluorobenzoate|CS-W001513

Structure of 2475-81-2

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General Information

CAS No. 2475-81-2
Cat. No. CS-W001513
Purity ≥97%
MDL No. MFCD11054082
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈FNO₂
Molecular Weight 169.15
Synonym(s) Methyl 4-fluoroanthranilate
SMILES COC(C1=C(N)C=C(F)C=C1)=O

Description

Methyl 2-amino-4-fluorobenzoate features a strategically positioned amino group and fluorine atom that collectively enhance electronic modulation and metabolic stability. This ortho-substituted derivative integrates readily into pharmaceutical intermediates, offering improved solubility and reactivity under standard conditions.

Application

Methyl 2-amino-4-fluorobenzoate serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted benzimidazoles and other heterocyclic scaffolds via standard coupling and cyclization protocols. Its amino and fluorine substituents provide orthogonal reactivity for sequential functionalization, while the methyl ester facilitates downstream transformations. Bench-stable and readily purified by recrystallization, it functions reliably in multistep syntheses requiring high reproducibility and compatibility with common reaction conditions.

Synthesis

Route1
- 623588-40-9
- ~99%
- In-stock
  
  2475-81-2
References
- MITENI S.p.A. Patent: WO2003/95417 A1, 2003 ; Location in patent: Page/Page column 7 ;
Route2
- 446-32-2
- 18107-18-1
- ~97%
- In-stock
  
  2475-81-2
References
- Halbrook, James; Kesicki, Edward A.; Burgess, Laurence E.; Schlachter, Stephen T.; Eary, Charles T.; Schiro, Justin G; Huang, Hongmei; Evans, Michael; Han, Yongxin Patent: US2002/165218 A1, 2002 ; US 20020165218 A1
Route3
- 67-56-1
- 446-32-2
- ~55%
- In-stock
  
  2475-81-2
References
- GLAXOSMITHKLINE LLC; DAUGAN, Alain Claude-Marie; LAMOTTE, Yann; MIRGUET, Olivier Patent: WO2012/119978 A1, 2012 ; Location in patent: Page/Page column 50 ; WO 2012/119978 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

Quality Control

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Computational Chemistry Data

TPSA 52.32
LogP 1.1945
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

Key Words

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Methyl 2-amino-4-fluorobenzoate

CAS No. 2475-81-2

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