Water → HCID 87301721, compound

Participants

Reaction Steps

To a stirred solution of Example 3 (0.139 g, 0.58 mmol) in THF (10 mL) was added Lawesson's reagent (2.36 g, 5.8 mmol). The suspension was stirred for 1 week. DCM (10 mL) and water (10 mL) were added. The aqueous fraction was extracted with DCM (3×15 mL). The combined organic fractions were washed with water (3×20 mL), dried (MgSO4), filtered and the solvent evaporated in vacuo. The oily residue was purified by column chromatography (SiO2, 1:1 EtOAc/hexanes). Fractions containing the title compound were concentrated and the residue washed with Et2O to give the title compound (0.088 g, 51%) as a yellow solid. δH (DMSO-d6) 9.38 (1H, s), 3.69 (4H, t, J 4.8 Hz), 3.51 (4H, t, J 4.8 Hz), 3.44-3.48 (2H, m), 2.74 (2H, t, J 7.6 Hz). LCMS (ES+), 256.0 (M+H)+, RT 2.60 minutes (Method 5).

Provenance & Evidence