Hydrochloric Acid → HCID 44354897, compound

Participants

Reaction Steps

1N aqueous HCl (1 ml) was added to a solution of 5(R)-(1,2,5-thiadiazol-3-yloxymethyl)-3-(3-fluoro4-(1-(2,2-dimethyl-1,3-dioxolan-4(S)-ylcarbonyl)-1,2,5,6-tetrahydropyrid-4-yl)phenyl)oxazolidin-2-one (0.154 g, 0.32 mmol) in THF (3 ml) and the solution kept for two days. The solution was evaporated and the residue azeotroped twice with ethanol. The residue was purified by chromatography on a BondElut silica column, eluting first with dichloromethane and then 2% MeOH/dichloromethane to give the title product (37 mg, 26%) as a solid. MS: 465 (MH+); NMR(400 MHz): 2.5 (2H+DMSO); 3.3 (1H, s)3.4 (1H, m); 3.5 (1H, m); 3.76 (1H, m); 4.0 (1H, t); 4.15 (1H, s); 4.26 (1H, t); 4.4 (1H, m); 4.8 (3H, m); 4.97 (1H, m); 5.18 (1H, m); 6.03 (1H, s); 7.32-7.46 (2H, m); 7.53 (1H, d); 8.47 (1H, s).

Provenance & Evidence