Ammonium Chloride → HCID 66990499, compound

Participants

Reaction Steps

To a stirred solution of the compound prepared in Example 450 (120 mg) in tetrahydrofuran (2 mL) at ambient temperature was added zinc dust (160 mg), followed by saturated ammonium chloride (1 mL). The resulting mixture was stirred at ambient temperature for 17 hours. The reaction mixture was diluted with ethyl acetate and water, and then filtered through a glass filter. The filter was washed with ethyl acetate. The combined two-phase filtrate and wash were transferred to a separatory funnel and the organic layer was dried over sodium sulfate and concentrated. The residue was dissolved in methanol, and to convert to the hydrochloride salt, a 4 mol/L solution of hydrogen chloride in dioxane (0.1 mL) was added. The solvent was concentrated to provide the title compound (102 mg) with the following physical data.

Provenance & Evidence