Imidazole → HCID 131733464, compound

Participants

Reaction Steps

To a solution of N-[(1R)-1-(5-formylthiophen-2-yl)-2-hydroxyethyl]-1,3-benzothiazole-6-sulfonamide (5.48 g, 14.9 mmol) and imidazole (1.27 g, 18.6 mmol) in DMF (75 mL) was added TBSCl (2.80 g, 18.6 mmol) and the reaction mixture was stirred overnight. The reaction was then quenched by the addition of water (400 mL) and ether (200 mL). The phases were separated and the aqueous layer was extracted with ether (3×250 mL). The combined organic layers were washed twice with brine solution (2×300 mL), dried over magnesium sulfate, filtered and concentrated under reduced pressure. The crude was purified on silica gel eluting with hexanes and ethyl acetate to afford the title compound.

Provenance & Evidence