5'-TRIFLUOROMETHYL-3,4,5,6-TETRAHYDRO-2H-[1,2']BIPYRIDINYL-4-CARBOXYLIC ACID Chemical Properties

Melting point:

162 °C

Boiling point:

420.1±45.0 °C(Predicted)

Density 

1.366±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

solid

pka

4.23±0.20(Predicted)

Appearance

White to off-white Solid

CAS DataBase Reference

406476-31-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,T

Risk Statements 

25

Safety Statements 

45

HazardClass 

IRRITANT

HS Code 

2933399990

5'-TRIFLUOROMETHYL-3,4,5,6-TETRAHYDRO-2H-[1,2']BIPYRIDINYL-4-CARBOXYLIC ACID Usage And Synthesis

Synthesis

The general procedure for the synthesis of 1-[5-(trifluoromethyl)-2-pyridinyl]piperidine-4-carboxylic acid from ethyl 1-(5-(trifluoromethyl)pyridin-2-yl)piperidine-4-carboxylate was as follows: ethyl 1-[5-(trifluoromethyl)pyridin-2-yl]piperidine-4-carboxylate, in crude form, was dissolved in a solvent mixture of 15 mL methanol and 2.5 mL water. 535 mg (9.54 mmol) of potassium hydroxide was added and the reaction mixture was stirred at 40 °C for 30 min. Upon completion of the reaction, the solvent was removed by evaporation and the residue was dissolved in water and the pH was adjusted to 3 with 2 N hydrochloric acid solution. the precipitated solid was collected by filtration and dried under vacuum to afford 471 mg (54% yield) of the target product 1-[5-(trifluoromethyl)-2-pyridyl]piperidine-4-carboxylic acid. The product was characterized by 1H NMR (DMSO-d6): δ 1.42-1.60 (m, 2H), 1.81-1.93 (m, 2H), 2.50-2.62 (m, 1H), 3.00-3.14 (m, 2H), 4.21-4.36 (m, 2H), 6.95 (d, 1H), 7.75 (dd, 1H), 8.38 (d , 1H), 12.25 (s, 1H). The molecular weight was 274.24 and mass spectral analysis showed m/z = 275 (M + H)+.

References

[1] Patent: WO2005/40119, 2005, A1. Location in patent: Page/Page column 43

5'-TRIFLUOROMETHYL-3,4,5,6-TETRAHYDRO-2H-[1,2']BIPYRIDINYL-4-CARBOXYLIC ACID(406476-31-1)Related Product Information

• 1-[6-(TRIFLUOROMETHYL)PYRIDIN-2-YL]PIPERIDINE-4-CARBOXYLIC ACID
• 1-[5-(trifluoromethyl)pyridin-2-yl]piperidine-2-carboxylic acid
• 1-[5-(Trifluoromethyl)pyridin-2-yl]piperidine-4-carboxylic acid 97%
• 1-[3-(Trifluoromethyl)pyridin-2-yl]piperidine-4-carboxylic acid
• 1-(5-(TRIFLUOROMETHYL)PYRIDIN-2-YL)PIPERIDINE-3-CARBOXYLIC ACID
• 5'-TRIFLUOROMETHYL-3,4,5,6-TETRAHYDRO-2 H-[1,2']BIPYRIDINYL-4-CARBOXYLIC ACID HYDRAZIDE
• 1-[3-CHLORO-5-(TRIFLUOROMETHYL)PYRIDIN-2-YL]PIPERIDINE-3-CARBOXYLIC ACID
• 3'-TRIFLUOROMETHYL-3,4,5,6-TETRAHYDRO-2H-[1,2']BIPYRIDINYL-4-CARBOXYLIC ACID
• 1-[3-(trifluoromethyl)pyridin-2-yl]piperidine-2-carboxylic acid
• 1-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]piperidine-2-carboxylic acid
• 1-[3-(trifluoromethyl)pyridin-2-yl]piperidine-3-carboxylic acid
• 5'-TRIFLUOROMETHYL-3,4,5,6-TETRAHYDRO-2H-[1,2']BIPYRIDINYL-4-CARBOXYLIC ACID
• BUTTPARK 81\09-90
• METHYL 1-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]-4-PIPERIDINECARBOXYLATE
• 1-[3-CHLORO-5-(TRIFLUOROMETHYL)PYRIDIN-2-YL]PIPERIDINE-4-CARBOXYLIC ACID
• 5'-TRIFLUOROMETHYL-3,4,5,6-TETRAHYDRO-2 H-[1,2']BIPYRIDINYL-4-CARBOXYLIC ACID ETHYL ESTER