6-(1H-IMIDAZOL-1-YL)NICOTINIC ACID Chemical Properties

Melting point:

>270°

Boiling point:

442.5±30.0 °C(Predicted)

Density 

1.39±0.1 g/cm3(Predicted)

storage temp. 

2-8°C

pka

2.92±0.10(Predicted)

Appearance

White to off-white Solid

Safety Information

Hazard Codes 

Xi

HazardClass 

IRRITANT

HS Code 

2933399990

6-(1H-IMIDAZOL-1-YL)NICOTINIC ACID Usage And Synthesis

Synthesis

General procedure for the synthesis of 6-(1H-imidazol-1-yl)nicotinic acid from 6-(1H-imidazol-1-yl)nicotinic acid methyl ester: In a round-bottomed flask, 6-(1H-imidazol-1-yl)nicotinic acid methyl ester (535 mg, 2.50 mmol), tetrahydrofuran (12 mL), sodium hydroxide (780 mg, 19.50 mmol), and methanol (10 mL) were added, and the reaction was conducted at 50°C for 3 h. The reaction was heated at 50°C for 3 h. Upon completion of the reaction, the reaction mixture was acidified with 1N hydrochloric acid and subsequently concentrated to dryness under reduced pressure. The resulting solid was suspended in a mixed solvent of methanol/dichloromethane, filtered and concentrated to give 6-(1H-imidazol-1-yl)nicotinic acid as a white solid (0.47 g, 68% yield).LCMS (m/z): 190.0 (M + 1).

References

[1] Patent: WO2014/168824, 2014, A1. Location in patent: Page/Page column 39; 40
[2] Patent: WO2011/94890, 2011, A1. Location in patent: Page/Page column 130

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