Cas no 953780-40-0 (Methyl 5-fluoro-6-methoxynicotinate)

Methyl 5-fluoro-6-methoxynicotinate is a fluorinated nicotinate derivative with applications in pharmaceutical and agrochemical synthesis. Its key structural features include a fluorine substituent at the 5-position and a methoxy group at the 6-position of the pyridine ring, enhancing reactivity and selectivity in coupling reactions. The methyl ester moiety provides versatility for further functionalization, making it a valuable intermediate in medicinal chemistry. The compound exhibits stability under standard handling conditions and is compatible with a range of synthetic transformations. Its well-defined purity and consistent performance make it suitable for research and industrial-scale applications requiring precise fluorinated building blocks.
Methyl 5-fluoro-6-methoxynicotinate structure
953780-40-0 structure
Product Name:Methyl 5-fluoro-6-methoxynicotinate
CAS No:953780-40-0
MF:C8H8FNO3
MW:185.152425765991
MDL:MFCD14698157
CID:1036591
PubChem ID:46311253
Update Time:2025-10-24

Methyl 5-fluoro-6-methoxynicotinate Chemical and Physical Properties

Names and Identifiers

    • Methyl 5-fluoro-6-methoxynicotinate
    • METHYL 5-FLUORO-2-METHOXYNICOTINATE
    • Methyl 5-fluoro-6-methoxynicotite
    • methyl 5-fluoro-6-methoxypyridine-3-carboxylate
    • AK128807
    • HJBPCUZDKHCJRR-UHFFFAOYSA-N
    • FCH1153406
    • AX8250869
    • ST2419598
    • Z5402
    • Methyl 3-fluoro-2-methoxy-5-pyridinecarboxylate
    • Methyl5-fluoro-6-methoxynicotinate
    • 953780-40-0
    • MFCD14698157
    • AKOS016000677
    • SCHEMBL1063745
    • DB-125314
    • SY103109
    • CS-0061918
    • DS-1609
    • MDL: MFCD14698157
    • Inchi: 1S/C8H8FNO3/c1-12-7-6(9)3-5(4-10-7)8(11)13-2/h3-4H,1-2H3
    • InChI Key: HJBPCUZDKHCJRR-UHFFFAOYSA-N
    • SMILES: O=C(C1C=C(F)C(OC)=NC=1)OC

Computed Properties

  • Exact Mass: 185.04882128g/mol
  • Monoisotopic Mass: 185.04882128g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 188
  • 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: 48.4
  • XLogP3: 1.1

Experimental Properties

  • Boiling Point: 242.2±40.0°C at 760 mmHg

Methyl 5-fluoro-6-methoxynicotinate Security Information

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Methyl 5-fluoro-6-methoxynicotinate Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Triethylamine Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Methanol ;  overnight, 0.3 MPa, 65 °C; 65 °C → rt
Reference
Pyridyl amide derivatives, processes for preparing them, pharmaceutical compositions containing them, and their use as T-type calcium channel antagonists
, World Intellectual Property Organization, , ,

Production Method 2

Reaction Conditions
1.1 Reagents: Triethylamine Catalysts: Dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane addu… ,  BINAP Solvents: Methanol ;  20 h, 120 psi, 120 °C
Reference
Preparation of heteroaryl substituted heterocyclyl sulfones as voltage gated calcium channel blockers
, United States, , ,

Production Method 3

Reaction Conditions
1.1 Reagents: Formic acid ,  Triethylamine Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Dimethylformamide ;  rt → 100 °C; 4 h, 100 °C
Reference
Preparation of 1,4,6-triaza-1H-indene compounds as colony stimulating factor 1 receptor modulators
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Production Method 4

Reaction Conditions
1.1 Reagents: Triethylamine Catalysts: Palladium diacetate ,  1,1′-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis[1,1-diphenylphosphine] ;  1 min, rt; 17 h, 65 °C
Reference
Preparation of 5-fluoronicotinamide derivatives as selective HDAC6 inhibitors for treating heart diseases
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Production Method 5

Reaction Conditions
1.1 Reagents: Formic acid ,  Triethylamine Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Dimethylformamide ;  rt; 1 h, 50 - 60 °C; 140 min, 90 - 100 °C; rt; 1 h, 90 - 100 °C; 100 °C → rt
1.2 Reagents: Hydrochloric acid Solvents: Ethyl acetate ,  Water ;  pH 4.8
Reference
Preparation of naphthyridinones and related compounds as antibacterial agents
, Japan, , ,

Methyl 5-fluoro-6-methoxynicotinate Raw materials

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