Ammonium Chloride → HCID 57551748, compound

Participants

Reaction Steps

Methoxylamine hydrochloride (0.12 g) was added to a solution of Example 6 step (ii) (0.4 g) in THF (10 mL). The mixture was stirred at room temperature then 2.0M isopropylmagnesium chloride in THF (1 mL) added. The mixture was stirred for 1 hour then a further portion of 2.0M isopropylmagnesium chloride in THF (1 mL) was added. The mixture was stirred for a further 1 hour then poured into saturated aqueous ammonium chloride and extracted with dichloromethane. The organics were combined and evaporated under reduced pressure. The residue was dissolved in methanol (20 mL) and 2.0M HCl in diethyl ether added (20 mL). This solution was stirred at room temperature for 12 hours. The volatiles were removed under reduced pressure and the residue purified (SiO2 10:90:1 methanol:dichoromethane:aqueous ammonia as eluant) to give the title compound as a solid (22 mg).

Provenance & Evidence