2,6-Dichloro-3-(trifluoromethyl)pyridine

Colorless liquid

Production Example 962- (4-{2- [6- (4-acetylpiperazin-l-yl) -3- (trifluoromethyl)pyridin-2-yl] ethyl }phenyl) acetohydrazide dihydrochloride step 1 [0304] [0305]Potassium fluoride (2.24 g, 38.5 mmol) and copper (I) iodide (7.33 g, 38.5 mmol) were weighed in a flask, and the mixture was heated with a gas burner while gently shaking under high vacuum until the content becomes a pale-yellow green. After cooling to room temperature, anhydrous N, N- dimethylformamide (50 ml) , anhydrous tetrahydrofuran (10 ml) and trimethyl (trifluoromethyl) silane (5.5 ml, 35 mmol) were added. The mixture was heated to 5O2-Chloro-5-trifluoromethyl-pyridine-N-oxide (17, 4 mmol) was dissolved in freshly distilled POClEXAMPLE 3 STR5 A 480 ml Teflon PFA reaction flask fitted with a PFA reflux condenser, an HF bleed tube, a magnetic stirrer and an optical pyrometer was charged with 220 g of 2, 6-dichloro-5-(trichloromethyl)pryidine and 6.71 g (5 mole %) of FeCl3. Anhydrous HF gas was introduced into the reaction mixture below the surface of the liquid as the mixture was heated to a temperature of 180 C. and maintained for a period of 19.5 hours. The reaction mixture was cooled and quenched with 150 g of ice water. The organic layer was separated, neutralized with NaHCO3 and dried over MgSO4. Analysis of the crude product employing standard GLC procedures indicated that the reaction was completed. The crude product was then distilled under reduced pressure (110 C./85 mm) resulting in 125 g of 2, 6-dichloro-5-(trifluoromethyl)pyridine which corresponds to a yield of 70% of theoretical.

Molecular Weight:215.98
XLogP3:3.7
Hydrogen Bond Acceptor Count:4
Exact Mass:214.9516389
Monoisotopic Mass:214.9516389
Topological Polar Surface Area:12.9
Heavy Atom Count:12
Complexity:161
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes