Hydrochloric Acid → HCID 178465975, compound

Participants

Reaction Steps

A mixture of 1.5 g of the compound obtained in EXAMPLE 40 step B), 1.5 g of N,N-diethylcyanamide, 20 ml of AcOEt and 3 ml of a 20% solution of HCl in EtOH is refluxed for 22 hours. 2 g of N,N-diethylcyanamide and 3 ml of a 20% solution of HCl in EtOH are then added and reflux is continued for 5 hours. After cooling, the reaction mixture is extracted with AcOEt, the organic phase is washed with water, with a 1N solution of NaHCO3 and with water and dried over Na2SO4 and the solvent is evaporated off under vacuum. The residue is chromatographed on silica using a DCM/AcOEt mixture (94/6; v/v) as the eluent. The product obtained is dissolved in EtOH, 1 ml of concentrated HCl is added and the mixture is evaporated under vacuum to give 0.2 g of the hydrochloride of the expected product after crystallization from an EtOH/ether mixture (50/50; v/v). M.p.=186° C.

Provenance & Evidence