Ammonium Chloride → HCID 10740673, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 150 mg (0.36 mmol) of the compound of Example 23 and 54 mg (0.54 mmol) of copper [I] chloride in 15 mL 1:1 Methanol-THF at 0° C. was treated with 136 mg (3.6 mmol) of sodium borohydride. The solution was stirred at 0° C. for 30 min and then warmed to ambient temperature for 1 h. The solution was treated with 2 mL saturated ammonium chloride solution, followed by filtration through celite. The filtrate was concentrated in vacuo and the residue was diluted with ethyl acetate and extracted with water (3×). Drying (Na2SO4) and concentration in vacuo afforded 150 mg (99%) of the title compound as a white solid. 1H NMR (CDCl3) δ 7.60, 7.34, 7.33, 6.91, 6.81, 6.21, 5.97, 4.81, 4.15, 4.08, 3.82, 3.72, 3.65, 2.87, 2.62, 2.04, 1.26.

Provenance & Evidence