HCID 178486886, compound → HCID 178486885, compound

Participants

Reaction Steps

A mixture of the product of step (b) (35.0 g, 0.13 mol) and 10% palladium on carbon (4.0 g) was suspended in glacial acetic acid (200 ml) and hydrogenated at 50 psi (3.4 atm) and 5° C. for 2.5 days. The reaction was then cooled, suspended in MeOH/CH2Cl2 (1/1 v/v, 1 L) and filtered. The residue was transferred to a soxhlet apparatus and continually extracted with MeOH for 3 days. Evaporation afforded a grey solid which was dissolved in 2N NaOH, filtered through a pad of silica, washing with H2O. The filtrate was then acidified with concentrated HCl. The resulting precipitate was isolated by filtration, washing sequentially with H2O and acetone, then dried in vacuo at 60° C. to give the subtitle compound as a white solid (22.7 g, 73%). Rf 0.42 (EtOAc/MeOH 95/5, v/v). MS m/z 238 (MH+).

Provenance & Evidence