Trifluoroacetic acid → HCID 136352173, compound

Participants

Reaction Conditions

Reaction Steps

0.55 g of ({4-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-benzoimidazol-2-yl]-furazan-3-ylcarbamoyl}-methyl)-carbamic acid benzyl ester (1.00 mmol; 1 eq.) are added portionwise to 2.75 mL of trifluoroacetic acid (35.3 mmol; 35 eq.) at room temperature. The solution is stirred for 1 h and then concentrated to dryness under reduced pressure. The residue is dissolved in 3 mL of THF. Then, 2 mL of an aqueous solution of 8% sodium hydrogen carbonate are added. The resulting biphasic mixture is heated to 50° C. and vigorously stirred for 1.5 h. Then, the mixture is diluted with 10 mL of ethyl acetate and 5 mL of water and the organic layer is separated, washed with brine (5 mL), dried over magnesium sulfate, filtered and concentrated to dryness under reduced pressure to give 0.4 g of the desired product as a white solid.

Provenance & Evidence