4-(Trifluoromethyl)piperidine

General procedure: Autoclave Par 477 equipped with PID control temperature and reservoir for kinetic measurements and HEL 24 Cat reactor for substrate scope were used as reactors for the hydrogenation reactions. In a typical experiment, the autoclave was charged in the glove-box with the desired Rh NPs (1.25 or 0.625molpercent; the catalyst concentration was calculated based on the total number of metallic Rh atoms in the surface of the NPs) and the substrate (0.124M) in THF. Molecular hydrogen was then introduced until the desired pressure was reached and the reaction was stirred for the desired reaction time at the selected temperature. At the end of the reaction, the autoclave was depressurised and the solution was filtered through silica for subsequent analysis by GC. The conversion and selectivities for each reaction product were determined by GC-FID on an Agilent Technologies 7890A spectrometer, with a HP-5 column (30m×0.25mm×0.25μm) using undecane as internal standard. TOF was defined as moles of products per mol Rh at the surface of the NPs per hour.2-chloro-5, 6, 8-trimethoxyquinoline (1-6, 0.4 g, 1.58 mmol) was dissolved in toluene (2 ml), followed by 4- (trifluoromethyl) piperidine (1 eq), Pd2 (dba) 3 (0.05 eq), 2, 2'-bis (diphenylphosphino) -1, 1'-binaphthyl (BINAP) (0.1 eq) and sodium tert-butoxide (2.5 eq) were added dropwise at room temperature and stirred for 10 minutes. The reaction mixture was reacted at 125 ° C. for 1 hour in a Biotage microwave. After completion of the reaction, the reaction mixture was filtered through celite and the solvent was removed under reduced pressure.Extracted with ethyl acetate, washed with water, dried over anhydrous MgSO 4, and the solvent was removed under reduced pressure.The reaction mixture was then separated and purified by MPLC to give 5, 6, 8-trimethoxy-2- (4- (trifluoromethyl) piperidin-1-yl) quinoline.

Molecular Weight:153.15
XLogP3:1.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Exact Mass:153.07653381
Monoisotopic Mass:153.07653381
Topological Polar Surface Area:12
Heavy Atom Count:10
Complexity:104
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes