2-FLUORO-4-PYRIDINEMETHANOL Chemical Properties

Melting point:

59.3-60.4 °C

Boiling point:

247.4±25.0 °C(Predicted)

Density 

1.262±0.06 g/cm3(Predicted)

storage temp. 

Storage temp. 2-8°C

form 

solid

pka

13.05±0.10(Predicted)

Appearance

White to off-white Solid

InChIKey

IAFXOPAZVVMMLE-UHFFFAOYSA-N

Safety Information

Hazard Codes 

F

Risk Statements 

10-36/37/38-20/21/22

Safety Statements 

16-26-36

HazardClass 

IRRITANT

HS Code 

29333990

2-FLUORO-4-PYRIDINEMETHANOL Usage And Synthesis

Chemical Properties

Light yellow low melting solid

Synthesis

General procedure for the synthesis of 2-fluoro-4-pyridinemethanol (37) from 2-fluoro-4-pyridinecarboxylic acid phenylmethyl ester (36) (4.536 g, 19.62 mmol): to a stirred solution of 2-fluoro-4-pyridinecarboxylic acid phenylmethyl ester (36) in anhydrous methanol (40 mL) was added sodium methanolate (1.06 g, 19.62 mmol) under ice bath cooling. After stirring for 30 min, an excess of ammonium chloride was added to the reaction mixture. Subsequently, the mixture was concentrated by evaporation under vacuum and the residue was purified by silica gel column chromatography (eluent: ether/hexane, 1:1, v/v) to afford 2.34 g (94% yield) of 2-fluoro-4-pyridinylmethanol (37) as a white solid with a melting point of 70-71°C. 1H NMR (200 MHz, CDCl3) δ: 2.40 (1H, t, J = 4.0 Hz), 4.78 (2H, d, J = 4.0 Hz), 6.97 (1H, s), 7.15 (1H, m), 8.15 (1H, d, J = 5.0 Hz); Mass Spectrum (EI): m/z 127 (M+).

References

[1] Patent: US2008/70920, 2008, A1. Location in patent: Page/Page column 37-38
[2] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 5, p. 1585 - 1588

2-FLUORO-4-PYRIDINEMETHANOL(131747-60-9)Related Product Information

• 2-Fluoropyridine-4-carboxaldehyde
• 4-Pyridylcarbinol
• 2-CHLORO-3-FLUORO-4-PYRIDINEMETHANOL
• 2-CHLORO-5-FLUORO-4-PYRIDINEMETHANOL
• 4-CHLORO-5-FLUORO-2-PYRIDINEMETHANOL
• 5-chloro-2-fluoro-3-Pyridinemethanol
• 2,6-Difluoro-4-pyridinecarboxylic acid
• 2-Fluoroisonicotinic acid
• 2,3-Difluoropyridine-4-carboxylic acid
• 5-AMINO-2-FLUORO-ISONICOTINIC ACID
• 2-FLUORO-4-PYRIDINEMETHANOL
• 2,3,5-TRIFLUOROPYRIDINE-4-CARBOXYLIC ACID, 97
• 2,3,6-TRIFLUOROISONICOTINIC ACID
• 2,3,5,6-TETRAFLUOROPYRIDINE-4-CARBOXYLIC ACID
• 2,5-Difluoropyridine-4-carboxylic acid
• 3-Chloro-2-fluoroisonicotinic acid
• 2-Amino-3,5,6-trifluoro-4-pyridinecarboxylicacidethylester
• methyl 5-(tert-butoxycarbonylamino)-2-fluoroisonicotinate