Sodium Carbonate → HCID 22390464, compound

Participants

Reaction Steps

9.5 g of 4-[3-(1-azepanyl)prop-1-ynyl]-2-chlorophenyl trifluoromethanesulphonate (compound Ia.1), 5 g of 3,5-difluorobenzeneboronic acid (compound 2.1), 31 ml of 2 M aqueous sodium carbonate solution, 2.1 g of lithium chloride, 300 ml of toluene, 100 ml of ethanol and 0.7 g of tetrakis(triphenylphosphine)palladium are stirred for 12 hours at 80° C. under an inert atmosphere. The solvents are evaporated off under reduced pressure and the residue obtained is purified by chromatography on a column of silica gel, eluting with a 99/1 (v/v) toluene/ethanol mixture. The compound obtained is taken up in diethyl ether and hydrochloric acid is bubbled through. The precipitate obtained is filtered off and recrystallized from toluene; m.p.=196° C. (HCl).

Provenance & Evidence