Hydrochloric Acid → HCID 67386734, compound

Participants

Reaction Steps

(S)-1,8-Dioxa-4-aza-spiro[4.5]decane-3,4-dicarboxylic acid 4-benzyl ester (1.05 gm, 3.27 mmol) was dissolved in DMF (10 mL) and the HCl salt of 2-amino-1-(4-bromo-phenyl)-ethanone (0.8 gm, 3.21 mmol) and HATU (1.34 gm, 3.5 mmol) were added, followed by diisopropylethyl amine (1.33 gm, 10.27 mmol). The mixture was stirred at room temperature for 3 hours, and then added dropwise into saturated aqueous NaHCO3 solution with stirring. The solid that crashed out was filtered and dried followed by redissolving (DCM) and filtration through a silica plug (eluting with ethyl acetate). This afforded 1.3 gm (78%) of the desired product as beige solid. LCMS: 519.2 (M+2).

Provenance & Evidence