Methyl 6-(1H-pyrazol-1-yl)pyridine-3-carboxylate Chemical Properties

Boiling point:

330.8±27.0 °C(Predicted)

Density 

1.27±0.1 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

pka

-0.42±0.19(Predicted)

Appearance

White to off-white Solid

Safety Information

Risk Statements 

20/21/22

Safety Statements 

3/9-36/37

HS Code 

29331990

Methyl 6-(1H-pyrazol-1-yl)pyridine-3-carboxylate Usage And Synthesis

Chemical Properties

Off-white solid

Synthesis

Example 7. Preparation of 0-(6-pyrazol-1-yl-pyridin-3-ylmethyl)-hydroxylamine (compound of Formula (XI)); Step 7a. Preparation of methyl 6-pyrazol-1-yl-nicotinate (compound of Formula (XI-a)); To a solution of pyrazole (19.4 g, 0.28 mol) dissolved in 100 mL of anhydrous DMSO (at temperature 0°C) was added, in one portion, over 30 minutes, a solution of pyrazole (19.4 g, 0.28 mol) dissolved in NaH (7.5 g, 0.3 mol). The reaction mixture was slowly warmed up to room temperature and stirred continuously at that temperature for 30 min. Subsequently, methyl 6-chloronicotinate (35 g, 0.2 mol) was added to the stirring reaction mixture and stirred vigorously for 6 hours. Upon completion of the reaction, the mixture was cooled to about 0 °C and slowly poured into pre-cooled saturated aqueous NH4Cl solution. The precipitate formed was collected by filtration, washed with water and dried to give the compound of formula (XI-a) (38.3 g, 93% yield) as an off-white solid.

References

[1] Patent: WO2005/70918, 2005, A1. Location in patent: Page/Page column 40
[2] Patent: US2008/153812, 2008, A1. Location in patent: Page/Page column 102

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