Trifluoroacetic acid → HCID 59159305, compound

Participants

Reaction Conditions

Reaction Steps

Trifluoroacetic acid (1.51 g, 13.3 mmol) was added to a solution of N-{3-[(S)-4-(tert-butyl-dimethyl-silanyloxy)-6-aza-spiro[2.5]oct-6-yl]-propyl}-2-(3,4-dichloro-phenylamino)-N-(2,2-dimethoxy-ethyl)-acetamide (142 mg, 0.24 mmol) in CH2Cl2 (1 mL) at RT, then after 3 h triethylsilane (140 mg, 1.21 mmol) was added. The solution was heated at 60° C. over 72 h, then partitioned between CH2Cl2 and sat. aq. NaHCO3 solution. The organic layer was dried (MgSO4), filtered, and evaporated. Chromatography (IST Isolute® Flash NH2; EtOAc/MeOH 19:1) afforded the title compound (17 mg, 17%). Yellow gum, MS: 412.2 (M+H)+.

Provenance & Evidence