Lithium borohydride → HCID 52942013, compound

Participants

Reaction Steps

The compound of step 1 (100 mg, 0.18 mmol) was dissolved in THF (3.6 ml), lithium borohydride (11.8 mg, 0.54 mmol) was added, and the reaction was stirred at room temperature for 2 h. The mixture was partitioned between a saturated ammonium chloride solution and EA. The organic phase was washed with a saturated sodium hydrogencarbonate solution and water, dried over sodium sulfate and evaporated under reduced pressure. The residue was dissolved in DCM (20 ml), TFA (5 ml) was added, and the mixture was stirred at room temperature for 1 h. The solvents were evaporated and the obtained solid was purified by preparative HPLC. The eluate was lyophilized overnight, the residue dissolved in a small quantity of MOH, mixed with hydrochloric acid (0.1 M) and lyophilized overnight. 53 mg of the title compound were obtained in the form of the (3-hydroxymethyl-piperazin-1-yl)-(2-phenoxy-1-phenyl-1H-indol-3-yl)-methanone hydrochloride.

Provenance & Evidence