Hydrochloric Acid → HCID 66926116, compound

Participants

Reaction Steps

A mixture of 0.2 g of [4-(2-{2-[4-(2-benzyloxycarbonylamino-acetylamino)-furazan-3-yl]-benzoimidazol-1-yl}-acetyl)-phenyl]-carbamic acid benzyl ester (0.29 mmol; 1 eq.) in 2 mL of tetrahydrofuran and 2 mL of methanol containing 0.19 mL of a solution of 4M HCl in 1,4-dioxane (0.86 mmol; 3 eq.) and 0.046 g of 10% Pd/C (0.04 mmol; 0.14 eq.) is stirred for 7 hours under hydrogen atmosphere at room temperature. Then the mixture is filtered and the filtrate is concentrated under reduced pressure. The residue is suspended in 2 mL of a mixture of dichloromethane/diisopropylether (1/1, v/v) and the suspension is filtered. The solid is washed with 2 mL of diisopropylether and dried under reduced pressure to give the crude product. The solid is purified by MCI gel column chromatography (eluent water/acetonitrile=75/25 to 65/35, containing 0.1% of HCl) to afford 0.02 g of the desired product as a light brown powder.

Provenance & Evidence