1-(4-TRIFLUOROMETHYL-PYRIMIDIN-2-YL)-PIPERIDIN-4-OL Chemical Properties

Melting point:

99 °C

Boiling point:

366.4±52.0 °C(Predicted)

Density 

1.383

storage temp. 

Sealed in dry,Room Temperature

pka

14.51±0.20(Predicted)

Safety Information

Hazard Note 

Harmful

HS Code 

2933399990

1-(4-TRIFLUOROMETHYL-PYRIMIDIN-2-YL)-PIPERIDIN-4-OL Usage And Synthesis

Synthesis

Using 4-hydroxypiperidine (1.65 g, 16.3 mmol) and 2-chloro-4-trifluoromethylpyrimidine (2.98 g, 16.3 mmol) as the raw material, triethylamine (4.5 mL, 32.7 mmol) was added to isopropanol (60 mL) and the mixture was heated and refluxed for 5 hours. Upon completion of the reaction, it was cooled to room temperature and diluted with hexane and white precipitate formation was observed. The solids were removed by filtration and the filtrate was subsequently purified by passing it through a silica plug and washed sequentially with a 1:1 solvent mixture of EtOAc/hexane and pure EtOAc. The collected filtrate and washings were combined and concentrated to dryness to afford the target product 1-[4-(trifluoromethyl)-2-pyrimidinyl]-4-piperidinol (3.89 g). The exact mass calculated value of the product (C10H11F3N2O) was 247.09 and the measured LCMS value was 248.2 [M+H]+.

References

[1] British Journal of Pharmacology, 2014, vol. 171, # 24, p. 5774 - 5789
[2] Patent: WO2014/74700, 2014, A1. Location in patent: Page/Page column 58

1-(4-TRIFLUOROMETHYL-PYRIMIDIN-2-YL)-PIPERIDIN-4-OL(401930-07-2)Related Product Information

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