Sodium Bicarbonate → HCID 18954849, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 0.473 g (0.0025 mol) of titanium tetrachloride in 10 mL of 1,2-dimethoxyethane was added 0.189 g (0.0048 mol) of sodium borohydride all at once at 0° C. The green solution was stirred at 0° C. for 5 minutes and 0.500 g (0.0012 mol) of 3,4-bis(4-chlorophenyl)-4,5-dihydro-N-[4-(trifluoromethyl)phenyl]-1H-pyrazole-1-carboxamide dissolved in 5 mL of 1,2-dimethoxyethane was added dropwise over 5 minutes. The cooling bath was removed and the dark brown solution was stirred at room temperature for 3 hours. The crude reaction mixture was poured into 100 mL of saturated sodium bicarbonate solution and extracted with ethyl acetate (3×50 mL). The ethyl acetate was washed with brine (100 mL), dried over anhydrous magnesium sulfate, filtered and the solvent was removed under reduced pressure to afford a yellow solid. The crude reaction product was chromatographed on silica gel with ethyl acetate/hexanes (40%:60%) as eluent and afforded 0.140 g of the title compound as a white solid; mp 242°-243° C.

Provenance & Evidence