Bis(2-chloroethyl)amine hydrochloride → Eltoprazine

Participants

Reaction Steps

Bis(2-chloroethyl)amine hydrochloride salt (452 mg, 2.54 mmol) was added to a solution of intermediate 60 (320 mg, 2.12 mmol) in chlorobenzene (4 mL) and the mixture was heated to reflux and stirred overnight. The solvent was removed under reduced pressure and the residue was purified by flash chromatography on silica gel column (DCM:MeOH=30:1-20:1), followed by a wash with EtOAc, to give 1-(2,3-dihydrobenzo[b][1,4]dioxin-5-yl)piperazine (intermediate 61) (236 mg, 51%). HPLC: 99%, RT 1.673 min. MS (ESI) m/z 221.1 [M+H]+.

Provenance & Evidence