Hydrochloric Acid → HCID 58103902, compound

Participants

Reaction Conditions

Reaction Steps

A solution of intermediate D50 (0.05 g, 0.134 mmol) in chlorhydric acid 12N was stirred at room temperature for 10 min. Then after cooling to 0° C., NaNO2 (0.184 mg, 2.671 mmol) was slowly added, followed by CuCl (104.024 mg, 0.14 mmol). The reaction mixture was then stirred at room temperature for 16 h. The reaction was further heated at 80° C. for 90 min., cooled, poured into a mixture of NH4OH:H2O 1:1 and then extracted with DCM. The combined organic phase was dried (Na2SO4) and the solvent evaporated in vacuo. The residue was purified by column chromatography (silica gel; starting from DCM/EtOAc up to 10% as eluent). The desired fractions were collected and evaporated in vacuo. The residue thus obtained was triturated with diisopropylether to yield E51 (19 mg, 36%) as a brown solid

Provenance & Evidence