5-(Hydroxymethyl)-1-methyl-1H-pyrazole Chemical Properties

Melting point:

55-59.5

Boiling point:

243.6±15.0 °C(Predicted)

Density 

1.16±0.1 g/cm3(Predicted)

storage temp. 

2-8°C

form 

powder to crystal

pka

14.35±0.10(Predicted)

color 

White to Almost white

Safety Information

Hazard Note 

Harmful

HS Code 

2933199090

5-(Hydroxymethyl)-1-methyl-1H-pyrazole Usage And Synthesis

Synthesis

1-Methyl-1H-pyrazole-5-carboxylic acid (2 g, 15.86 mmol) was dissolved in tetrahydrofuran (50 mL) at 0 °C and in an inert atmosphere, followed by batchwise addition of lithium aluminum hydride (LiAlH4, 720 mg, 18.97 mmol). The reaction system was stirred under nitrogen protection at room temperature for 2 hours. Upon completion of the reaction, water (2 mL) was slowly added to quench the reaction. The mixture was dried over anhydrous sodium sulfate and filtered to remove the solid. The filtrate was concentrated under reduced pressure to afford the target product (1-methyl-1H-pyrazol-5-yl)methanol as a colorless oil (1.2 g, 67% yield). Mass spectrum (ESI, m/z): [M + H]+ 113.0. 1H NMR (300 MHz, CDCl3) δ 7.36 (d, J = 1.8 Hz, 1H), 6.18 (d, J = 1.8 Hz, 1H), 4.66 (s, 2H), 3.88 (s, 3H).

References

[1] Patent: WO2014/66795, 2014, A1. Location in patent: Paragraph 0175
[2] J. Gen. Chem. USSR (Engl. Transl.), 1982, vol. 52, # 11, p. 2297 - 2303
[3] Zhurnal Obshchei Khimii, 1982, vol. 52, # 11, p. 2598 - 2605
[4] Patent: WO2014/151142, 2014, A1
[5] Patent: WO2016/29454, 2016, A1. Location in patent: Page/Page column 64

5-(Hydroxymethyl)-1-methyl-1H-pyrazole(84547-61-5)Related Product Information

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• 5-(1-PHENOXYETHYL)-N-PHENYL-1H-PYRAZOLE-1-CARBOXAMIDE
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• 1-(5-[1-(4-CHLOROPHENOXY)ETHYL]-1H-PYRAZOL-1-YL)-1-ETHANONE
• 1-(5-[1-(2,4-DICHLOROPHENOXY)ETHYL]-1H-PYRAZOL-1-YL)-1-ETHANONE
• [5-(1-PHENOXYETHYL)-1H-PYRAZOL-1-YL](PHENYL)METHANONE
• 5-[1-(4-CHLOROPHENOXY)ETHYL]-N-PHENYL-1H-PYRAZOLE-1-CARBOXAMIDE
• (5-[1-(2,4-DICHLOROPHENOXY)ETHYL]-1H-PYRAZOL-1-YL)(PHENYL)METHANONE
• 5-[1-(2,4-DICHLOROPHENOXY)ETHYL]-N-ETHYL-1H-PYRAZOLE-1-CARBOXAMIDE
• 5-[1-(2,4-DICHLOROPHENOXY)ETHYL]-N-PHENYL-1H-PYRAZOLE-1-CARBOXAMIDE
• N-ETHYL-5-(1-[3-(TRIFLUOROMETHYL)PHENOXY]ETHYL)-1H-PYRAZOLE-1-CARBOXAMIDE
• (5-[1-(4-CHLOROPHENOXY)ETHYL]-1H-PYRAZOL-1-YL)(PHENYL)METHANONE
• N-ETHYL-5-(1-PHENOXYETHYL)-1H-PYRAZOLE-1-CARBOXAMIDE