ChemicalBook--->CAS DataBase List--->446-26-4

446-26-4

446-26-4 Structure

446-26-4 Structure
IdentificationMore
[Name]

2-FLUORONICOTINIC ACID METHYL ESTER
[CAS]

446-26-4
[Synonyms]

2-FLUORONICOTINIC ACID METHYL ESTER
methyl 2-fluoronicotinate
Methyl 2-fluoropyridine-3-carboxylate
[Molecular Formula]

C7H6FNO2
[MDL Number]

MFCD03095072
[Molecular Weight]

155.13
[MOL File]

446-26-4.mol
Chemical PropertiesBack Directory
[Melting point ]

22-26 °C
[Boiling point ]

75 °C/5 mmHg
[density ]

1.243±0.06 g/cm3(Predicted)
[Fp ]

110 °C
[storage temp. ]

Inert atmosphere,Room Temperature
[form ]

liquid
[pka]

-2.47±0.10(Predicted)
[Appearance]

Colorless to light yellow Liquid
[InChIKey]

PJNHJXKXBSOLBH-UHFFFAOYSA-N
[CAS DataBase Reference]

446-26-4(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[WGK Germany ]

3
[HS Code ]

2933399990
Spectrum DetailBack Directory
[Spectrum Detail]

2-FLUORONICOTINIC ACID METHYL ESTER(446-26-4)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

446-26-4(sigmaaldrich)
Hazard InformationBack Directory
[Synthesis]

METHYL 2-CHLORONICOTINATE

40134-18-7

2-FLUORONICOTINIC ACID METHYL ESTER

446-26-4

GENERAL METHOD: To a solution of methyl 2-chloronicotinate (1.00 g, 6.76 mmol) in DMSO (33.8 mL) was added CsF (2.053 g, 13.51 mmol) at room temperature. The reaction mixture was stirred at 110 °C for 20 h in air. Upon completion of the reaction, the reaction mixture was quenched with ice water and extracted with EtOAc (3 × 20 mL). The organic layers were combined, washed sequentially with water and saturated brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (eluent: hexane/EtOAc gradient elution) to afford methyl 2-fluoronicotinate (0.639 g, 4.86 mmol, 71.9% yield) as a colorless oil. The synthesis of compounds 3B'-8B' was carried out with reference to the preparation steps of 2B'.

[References]

[1] Tetrahedron Letters, 2015, vol. 56, # 44, p. 6043 - 6046
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