Trifluoroacetic acid → HCID 87285518, compound

Participants

Reaction Steps

To a solution of ((R)-2-{3-(2-fluoro-6-trifluoromethyl-benzyl)-5-[3-hydroxymethyl-4-(5-trifluoromethyl-furan-2-ylmethyl)-piperazin-1-yl]-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl}-1-phenyl-ethyl)-carbamic acid tert-butyl ester (17 mg, 0.022 mmol) in dichloromethane (1 mL) was added trifluoroacetic acid (100 μl, 1.30 mmol), followed by at room temperature for 1 hr. The solution was neutralized with an aqueous saturated sodium bicarbonate solution. After concentration of the organic layer thus formed, the residue was purified using silica gel chromatography (eluent: dichloromethane/methanol, 10/1) and dried in a vacuum to afford 12 mg of the compound as a white foam (yield 81%). 1H NMR (300 MHz, CDCl3) δ 2.29 (3H, s), 2.50 (3H, m), 2.86 (2H, m), 3.50-3.76 (3H, m), 3.95 (2H, m), 4.04 (2H, m), 4.21 (1H, t), 4.36 (1H, dd), 5.40 (2H, dd), 6.30 (1H, s), 6.73 (1H, s), 7.22 (2H, m), 7.33 (2H, t), 7.40 (3H, m), 7.54 (1H, d) MS (ESI) m/z 684.4 (MH+)

Provenance & Evidence