Trifluoroacetic acid → HCID 178432070, compound

Participants

Reaction Steps

0.70 g of 4-(3,4-dihydro-1H-isoquinolin-2-yl)-6-[2-methyl-3-(2-trimethylsilanylethoxymethyl)-3H-imidazo[4,5-b]pyridin-6-yl]quinazoline and 825 μl of trifluoroacetic acid in 8 ml of dichloromethane are stirred at 25° C. in a flask until the reaction is complete (HPLC check, about 120 hours). The cooled reaction solution is diluted with dichloromethane and washed with sodium hydrogencarbonate solution. The organic phase is dried over sodium sulfate and purified by means of column chromatography (gradient EA: methanol 0-30% in 13 min), giving 0.19 g of 4-(3,4-dihydro-1H-isoquinolin-2-yl)-6-(2-methyl-3H-imidazo[4,5-b]pyridin-6-yl)quinazoline (“A4”) as white solid (yield 36%, content 97%); MS-FAB (M+H+)=393.1; Rf (polar method): 1.39 min;

Provenance & Evidence