Trifluoroacetic acid → HCID 86646946, compound

Participants

Reaction Steps

add 0.73 cm3 of trifluoroacetic acid to a solution of 0.385 g of 1,1-dimethylethyl 4-[2-({6-[1-(2,6-dichloro-3-fluorophenyl)ethoxy]-5-fluoro-1,3-benzothiazol-2-yl}amino)-2-oxoethyl]piperazine-1-carboxylate in 45 cm3 of dichloromethane. Stir for 16 hours at a temperature close to 20° C. The reaction mixture is then evaporated to dryness under reduced pressure (2 kPa). The residue is taken up in 15 cm3 of water. The mixture obtained is adjusted to pH 8-9 with an aqueous solution of sodium hydrogen carbonate and then extracted three times with 40 cm3 of ethyl acetate. The combined organic phases are dried over magnesium sulphate, then filtered and evaporated to dryness under reduced pressure (2 kPa). The white solid obtained is solidified in 5 cm3 of acetonitrile, filtered and then dried under reduced pressure. We obtain 0.178 g N-{6-[1-(2,6-dichloro-3-fluorophenyl)ethoxy]-5-fluoro-1,3-benzothiazol-2-yl}-2-(piperazin-1-yl)acetamide in the form of a cream-coloured powder, which has the following characteristics:

Provenance & Evidence