Ammonia → HCID 59025487, compound

Participants

Reaction Conditions

Reaction Steps

118 mg of the compound from Example 27A (0.33 mol) are dissolved in 2.3 ml of methanol, and 156 mg of cobalt(II) chloride hexahydrate (0.66 mol) are added. While stirring at 0° C., 133 mg of sodium borohydride (3.51 mol) are added in portions over the course of 10 min. The reaction mixture is stirred at 0° C. for 30 min and at room temperature for 1 h. For working up, 7 ml of 1 N hydrochloric acid are added, and the mixture is stirred until a homogeneous solution results. The solution is made basic with concentrated ammonia solution and extracted with dichloromethane. The combined organic phases are dried over sodium sulphate and concentrated in a rotary evaporator. The residue is dissolved in 10 ml of toluene and heated under reflux for 16 h. The solvent is removed in a rotary evaporator, and the residue is purified by preparative HPLC (eluent: acetonitrile/water, gradient 20:80→95:5). 42 mg (40% of theory) of the title compound are obtained.

Provenance & Evidence