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1-(6-(trifluoroMethyl)pyridin-3-yl)ethanone

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1-(6-(trifluoroMethyl)pyridin-3-yl)ethanone Basic information

Product Name:
1-(6-(trifluoroMethyl)pyridin-3-yl)ethanone
Synonyms:
  • 5-Acetyl-2-(trifluoromethyl)pyridine
  • 1-(6-(trifluoroMethyl)pyridine-3-yl)ethanone
  • [6-(TRIFLUOROMETHYL)PYRIDIN-3-YL]ETHANONE
  • 1-(6-(Trifluoromethyl)
  • 1-(6-(Trifluoromethyl)pyridin-3-yl)
  • 1-[6-(TRIFLUOROMETHYL)PYRIDIN-3-YL]ETHANONE
  • ETHANONE, 1-[6-(TRIFLUOROMETHYL)-3-PYRIDINYL]-
  • 1-[6-(Trifluoromethyl)pyridin-3-yl]ethan-1-one
CAS:
358780-14-0
MF:
C8H6F3NO
MW:
189.13
Mol File:
358780-14-0.mol
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1-(6-(trifluoroMethyl)pyridin-3-yl)ethanone Chemical Properties

Boiling point:
233.7±40.0 °C(Predicted)
Density 
1.280±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
pka
-1.24±0.22(Predicted)
InChI
InChI=1S/C8H6F3NO/c1-5(13)6-2-3-7(12-4-6)8(9,10)11/h2-4H,1H3
InChIKey
NAUKVLRFGMDIAN-UHFFFAOYSA-N
SMILES
C(=O)(C1=CC=C(C(F)(F)F)N=C1)C
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Safety Information

HS Code 
2933399990
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1-(6-(trifluoroMethyl)pyridin-3-yl)ethanone Usage And Synthesis

Uses

1-(6-(Trifluoromethyl)pyridin-3-yl)ethanone can be used as novel GPR119 agonists.

Synthesis

To a solution of 2-trifluoromethyl-5-bromopyridine (5.0 g, 22 mmol) in Et2O (50 mL) was added sec-BuLi (0.91 M in cyclohexane, 24 mL, 22 mmol) at -78 °C. After 10 minutes of stirring, N,N-dimethylaminoacetamide (2.3 mL, 24 mmol) dissolved in Et2O (10 mL) was added drop wise. Stirring was continued at -78 °C for 1 h and then at rt over night. The reaction mixture was poured into water (100 mL) and the water phase was extracted with Et2O (3×100 mL). Combined organics were washed with water and brine and dried (MgSO4). After careful evaporation of the solvent, the crude was purified by column chromotography (SiO2, pentane/ether 9/1) to give 1-(6-(Trifluoromethyl)pyridin-3-yl)ethanone (2.3 g, 12 mmol, 54%) as a light yellow solid. 1H NMR (CDCl3) δ 9.26 (br s, 1H) 8.43 (br d, J=5.6 Hz, 1H) 7.83 (br d, J=7.2 Hz, 1H) 2.71 (s, 3H).

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