HCID 131729515, compound → HCID 66781521, compound

Participants

Reaction Steps

(cis)-Naphthalen-2-ylmethyl-3-hydroxy-4-(2-(7-(2-methoxyethoxy)imidazo[1,2-a]pyridin-3-yl)quinolin-8-yloxy)piperidine-1-carboxylate (0.030 g, 0.048 mmol) was dissolved in EtOH (1 mL), treated with 10% palladium on carbon (Degussa type, 50 mg), placed under a hydrogen atmosphere (balloon pressure) and stirred for 3 days. The reaction was filtered through a nylon membrane and concentrated in vacuo. The mixture was purified by preparative TLC (10 cm×20 cm×0.5 mm) eluting with 20% (6% NH4OH in MeOH)/ethyl acetate. The recovered product was dissolved in MeOH and treated with 4 M HCl in dioxane then concentrated in vacuo. The residue was re-dissolved in MeOH and re-concentrated three times. The residue was slurried in MeOH (0.3 mL) and added dropwise to Et2O (20 mL). The resultant solid was filtered and dried under N2 to provide the desired product (3 mg). MS ESI (+) m/z 435.1 (M+1) detected.

Provenance & Evidence