Hydrochloric Acid → HCID 68518351, compound

Participants

Reaction Conditions

Reaction Steps

Dissolve the compound of Example 37 (26 mg, 0.043 mmol) in dichloromethane (1 mL) and add 2M HCl in diethyl ether (43 μL, 0.086 mmol). Remove the solvents in vacuo and place on a high vacuum pump for 10 minutes. Dissolve the resultant foam in dry dichloromethane (1 mL) and cool to 0° C. Add BBr3 (20 μL, 0.22 mmol) dropwise and stir at 0° C. for 1 hour. Pour the reaction into cold saturated aqueous sodium bicarbonate (5 mL) and extract with dichloromethane (2×5 mL). Dry the combined organic phases with sodium sulfate, filter, and concentrate in vacuo. Purify the resultant oil on a SiO2 column with methanol in dichloro methane (0 to 8%) to yield 16 mg of the title compound (64%): mass spectrum (ion spray) m/z=586.4 (M+H).

Provenance & Evidence