3-Pyridinemethanol,5-fluoro-(8CI,9CI) Chemical Properties

Boiling point:

123 °C(Press: 0.4 Torr)

Density 

1.262±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

13.29±0.10(Predicted)

form 

liquid

color 

Pale yellow

Safety Information

Risk Statements 

20/21/22-33-37/38

Safety Statements 

7/8-26-36/37/39-45

RIDADR 

UN2811

HS Code 

29333990

3-Pyridinemethanol,5-fluoro-(8CI,9CI) Usage And Synthesis

Chemical Properties

Yellow liquid

Uses

(5-Fluoropyridin-3-yl)methanol

Synthesis

Step 1: Synthesis of (5-fluoropyridin-3-yl)methanol To a solution of 5-fluoronicotinic acid (1.0 g, 7.09 mmol) in tetrahydrofuran (THF, 10 mL) was added triethylamine (TEA, 0.9 mL, 7.73 mmol), followed by dropwise addition of ethyl chloroformate (0.6 mL, 7.73 mmol) at 0 °C. The reaction mixture was stirred at room temperature for 2 h and then filtered and the residue was washed with a small amount of THF. The filtrate was cooled to 0 °C and sodium borohydride (0.67 g, 17.73 mmol) was added followed by slow dropwise addition of water (5 mL). The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the mixture was partitioned between ethyl acetate and water. The organic layers were combined, dried over anhydrous sodium sulfate and concentrated to give the crude product. The crude product was purified by silica gel column chromatography to give (5-fluoropyridin-3-yl)methanol (197 mg, 21.8% yield) as a colorless oil.LCMS retention time 0.375 min; LCMS MH+ 128.

References

[1] Patent: WO2018/67786, 2018, A1. Location in patent: Page/Page column 142
[2] Patent: WO2014/143799, 2014, A2. Location in patent: Page/Page column 429; 430
[3] Journal of Organic Chemistry, 1988, vol. 53, # 15, p. 3513 - 3521

3-Pyridinemethanol,5-fluoro-(8CI,9CI)(22620-32-2)Related Product Information

• 5-Fluoro-2-methoxynicotinic acid
• 5-Fluoronicotinic acid
• 2,6-Dichloro-5-fluoronicotinic acid
• 3-Amino-4-pyrazolecarboxamide hemisulfate
• 2-CHLORO-5-FLUORO-3-(HYDROXYMETHYL)PYRIDINE
• Ethyl 2-chloro-5-fluoronicotinate
• ETHYL 5-FLUORONICOTINATE
• 3-Pyridinemethanol
• 5-FLUORO-2-HYDROXYNICOTINIC ACID
• (5-Fluoro-2-methoxy-pyridin-3-yl)-methanol
• METHYL 5-FLUOROPYRIDINE-3-CARBOXYLATE
• PHENYL 2,6-DICHLORO-5-FLUORONICOTINATE
• 2,6-DICHLORO-5-FLUORO-3-(HYDROXYMETHYL)PYRIDINE
• 3-Pyridinemethanol,5-fluoro-(8CI,9CI)
• 2,5,6-Trifluoro-nicotinic acid
• METHYL 2,6-DICHLORO-5-FLUORONICOTINATE
• 3-Pyridinemethanol, 2-chloro-alpha-((2-(dimethylamino)ethoxy)methyl)-5 -fluoro-6-(methylamino)-, monohydrochloride
• 2,5,6-TRIFLUORO-3-(HYDROXYMETHYL)PYRIDINE