| Identification | More | [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 Properties | Back 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 Data | Back 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 |
| Hazard Information | Back Directory | [Synthesis]
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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