Acetic Acid → HCID 89813688, compound

Participants

Reaction Steps

A solution of 5-(2-(4-methyl-1H-imidazol-1-yl)-4-(trifluoromethyl)phenyl)isoquinoline (1.435 g, 4.06 mmol) in 15 mL MeOH was treated with platinum(IV) oxide (0.092 g, 0.406 mmol) and acetic acid (0.697 ml, 12.18 mmol) and was placed under 45 psi (4559.6 kpa) H2 for 3 hours. The reaction mixture was filtered through a plug of diatomaceous earth eluting with EtOAc. The filtrate was concentrated then purified directly be reverse phase column chromatography [RediSep Gold C18 150 g, 5 to 100% (0.1% NH4OH in MeOH)/(0.1% NH4OH in water)] yielding 5-(2-(4-methyl-1H-imidazol-1-yl)-4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline (0.808 g, 2.261 mmol).

Provenance & Evidence