- Mechanistic Evaluation of Bioorthogonal Decaging with trans-Cyclooctene: The Effect of Fluorine Substituents on Aryl Azide Reactivity and Decaging from the 1,2,3-TriazolineMatikonda, Siddharth S.; Fairhall, Jessica M.; Fiedler, Franziska; Sanhajariya, Suchaya; Tucker, Robert A. J.; et al, Bioconjugate Chemistry, 2018, 29(2), 324-334
Cas no 952285-52-8 (Methyl 4-amino-2,5-difluorobenzoate)
Methyl 4-amino-2,5-difluorobenzoate is a fluorinated aromatic ester with a molecular formula of C8H7F2NO2. This compound serves as a versatile intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications. The presence of both amino and fluorine substituents enhances its reactivity, enabling selective functionalization for the development of complex molecules. Its ester group provides stability while allowing further derivatization under mild conditions. The compound’s well-defined structure and high purity make it suitable for precision reactions, including cross-coupling and nucleophilic substitution. It is commonly employed in the synthesis of active pharmaceutical ingredients (APIs) and specialty chemicals, where controlled fluorination is critical for optimizing bioactivity and physicochemical properties.
952285-52-8 structure
Product Name:Methyl 4-amino-2,5-difluorobenzoate
CAS No:952285-52-8
MF:C8H7F2NO2
MW:187.143489122391
MDL:MFCD20725922
CID:1985388
PubChem ID:67271045
Update Time:2025-10-29
Methyl 4-amino-2,5-difluorobenzoate Chemical and Physical Properties
Names and Identifiers
-
- Methyl 4-amino-2,5-difluorobenzoate
- Benzoic acid, 4-aMino-2,5-difluoro-, Methyl ester
- 4-amino-2,5-difluoro-benzoic acid methyl ester
- WFHMJOPCOWABHH-UHFFFAOYSA-N
- Methyl 4-amino-2,5-difluoro-benzoate
- AK151293
- Benzoicacid,4-amino-2,5-difluoro-,methylester
- 4-Amino-2,5-difluorobenzoic acid methyl ester
- doi:10.14272/WFHMJOPCOWABHH-UHFFFAOYSA-N.1
- CNB28552
- DS-9447
- CS-0042857
- DB-221127
- DTXSID50736721
- EN300-2008303
- AKOS024203522
- C8H7F2NO2
- 952285-52-8
- SCHEMBL2080318
- METHYL4-AMINO-2,5-DIFLUOROBENZOATE
- MFCD20725922
- SY119944
-
- MDL： MFCD20725922
- Inchi： 1S/C8H7F2NO2/c1-13-8(12)4-2-6(10)7(11)3-5(4)9/h2-3H,11H2,1H3
- InChI Key： WFHMJOPCOWABHH-UHFFFAOYSA-N
- SMILES： O=C(C1C(F)=CC(N)=C(F)C=1)OC
Computed Properties
- Exact Mass: 187.04448479g/mol
- Monoisotopic Mass: 187.04448479g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 5
- Heavy Atom Count: 13
- Rotatable Bond Count: 2
- Complexity: 201
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Topological Polar Surface Area: 52.3
- XLogP3: 1.3
Methyl 4-amino-2,5-difluorobenzoate Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Alichem | A015008693-250mg |
Methyl 4-amino-2,5-difluorobenzoate |
952285-52-8 | 97% | 250mg |
$504.00 | 2023-08-31 | |
| Alichem | A015008693-500mg |
Methyl 4-amino-2,5-difluorobenzoate |
952285-52-8 | 97% | 500mg |
$863.90 | 2023-08-31 | |
| Alichem | A015008693-1g |
Methyl 4-amino-2,5-difluorobenzoate |
952285-52-8 | 97% | 1g |
$1579.40 | 2023-08-31 | |
| Chemenu | CM327712-25g |
methyl 4-amino-2,5-difluorobenzoate |
952285-52-8 | 95+% | 25g |
$469 | 2021-06-16 | |
| TRC | M328480-100mg |
Methyl 4-amino-2,5-difluorobenzoate |
952285-52-8 | 100mg |
$64.00 | 2023-05-17 | ||
| TRC | M328480-250mg |
Methyl 4-amino-2,5-difluorobenzoate |
952285-52-8 | 250mg |
$81.00 | 2023-05-17 | ||
| TRC | M328480-500mg |
Methyl 4-amino-2,5-difluorobenzoate |
952285-52-8 | 500mg |
$121.00 | 2023-05-17 | ||
| TRC | M328480-1g |
Methyl 4-amino-2,5-difluorobenzoate |
952285-52-8 | 1g |
$167.00 | 2023-05-17 | ||
| Apollo Scientific | PC201384-1g |
Methyl 4-amino-2,5-difluorobenzoate |
952285-52-8 | 96% | 1g |
￡23.00 | 2025-02-21 | |
| Apollo Scientific | PC201384-5g |
Methyl 4-amino-2,5-difluorobenzoate |
952285-52-8 | 96% | 5g |
￡111.00 | 2025-02-21 |
Methyl 4-amino-2,5-difluorobenzoate Production Method
Production Method 1
Reaction Conditions
1.1 Reagents: Sulfuric acid Solvents: Methanol ; 3 h, 65 °C
Reference
Production Method 2
Reaction Conditions
1.1 Reagents: Cesium carbonate Catalysts: Palladium diacetate , BINAP Solvents: Toluene ; 12 h, 110 °C; 110 °C → rt
1.2 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran , Water ; 2 h, rt
1.2 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran , Water ; 2 h, rt
Reference
- Preparation of N-(4-sulfonamidobenzoyl)-L-phenylalanine and N-(4-sulfonamidobenzoyl)-3-(pyridin-2-yl)-L-alanine derivatives as α4-integrin inhibitors, World Intellectual Property Organization, , ,
Production Method 3
Reaction Conditions
1.1 Reagents: Thionyl chloride Solvents: Methanol ; 0 °C; 10 min, 0 °C; 30 min, rt; 3 h, 50 °C
Reference
- Preparation of thiazolyldihydroindazoles for the treatment of abnormal cell proliferation, World Intellectual Property Organization, , ,
Production Method 4
Reaction Conditions
1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol ; 3 h, rt
Reference
- Preparation of 1-(cycloalkylcarbonyl)proline derivatives having excellent FXIa inhibitory activity, World Intellectual Property Organization, , ,
Production Method 5
Reaction Conditions
1.1 Reagents: Cesium carbonate , Benzophenone imine Catalysts: (+)-BINAP Solvents: Toluene ; 12 h, 110 °C
Reference
- Preparation of heterocyclic sulfonamide derivative as α4β7 integrin inhibitor and pharmaceutical composition containing the derivative, World Intellectual Property Organization, , ,
Production Method 6
Reaction Conditions
1.1 Reagents: Zinc Solvents: Methanol ; rt
1.2 Reagents: Ammonium formate ; 0 °C; 1 h, rt
1.2 Reagents: Ammonium formate ; 0 °C; 1 h, rt
Reference
- Preparation of indole carboxamide derivatives as P2X7 receptor antagonists, World Intellectual Property Organization, , ,
Production Method 7
Reaction Conditions
1.1 Reagents: Ammonium formate , Zinc Solvents: Methanol ; rt; 0 °C; 1 h, rt
Reference
- Preparation of indole carboxamide derivatives as P2x7 receptor antagonists, World Intellectual Property Organization, , ,
Production Method 8
Reaction Conditions
Reference
- Preparation of sulfonamide compounds as integrin α4β7 inhibitors, World Intellectual Property Organization, , ,
Methyl 4-amino-2,5-difluorobenzoate Raw materials
- Methyl 4-bromo-2,5-difluorobenzoate
- 4-Amino-2,5-Difluorobenzoic Acid
- Methyl 2,5-difluoro-4-nitrobenzoate
Methyl 4-amino-2,5-difluorobenzoate Preparation Products
Methyl 4-amino-2,5-difluorobenzoate Related Literature
-
Jacob S. Jordan,Evan R. Williams Analyst, 2021,146, 2617-2625
-
Shintaro Takata,Yoshihiro Miura Phys. Chem. Chem. Phys., 2014,16, 24784-24789
-
Liao Xiaoqing,Li Ruiyi,Li Zaijun,Sun Xiulan,Wang Zhouping,Liu Junkang New J. Chem., 2015,39, 5240-5248
-
Eric Besson,Stéphane Gastaldi,Emily Bloch,Selma Aslan,Hakim Karoui,Olivier Ouari,Micael Hardy Analyst, 2019,144, 4194-4203
-
Kay S. McMillan,Anthony G. McCluskey,Annette Sorensen,Marie Boyd,Michele Zagnoni Analyst, 2016,141, 100-110
952285-52-8 (Methyl 4-amino-2,5-difluorobenzoate) Related Products
- 125568-74-3(Benzoic acid, 3-amino-2,4,6-trifluoro-, methyl ester (9CI))
- 1392273-41-4(Methyl 3-amino-2,6-difluorobenzoate hydrochloride)
- 138724-32-0(methyl 4-amino-2,3,5-trifluorobenzoate)
- 1184204-30-5(Methyl 2-amino-3,6-difluorobenzoate)
- 715-37-7(Methyl 4-amino-2,3,5,6-tetrafluorobenzoate)
- 84832-02-0(methyl 3-amino-2,6-difluorobenzoate)
- 886497-08-1(Methyl 4-amino-2,3-difluorobenzoate)
- 125568-73-2(Methyl 5-amino-2,4-difluorobenzoate)
- 1195768-18-3(Methyl 3-amino-2-fluorobenzoate)
- 208166-53-4( )
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