Potassium Iodide → HCID 66977300, compound

Participants

Reaction Conditions

Reaction Steps

Ethyl 4-ethyl-1-[5-[2-(3-ethyl-5-methyl-2-oxo-1,3,5-triazinan-1-yl)-7-(3-methylsulfonyloxyprop-1-ynyl)-1,3-benzothiazol-5-yl]pyrimidin-2-yl]piperidine-4-carboxylate (368 mg, 0.55 mmol), N-hydroxyphthalimide (134 mg, 0.82 mmol), potassium iodide (9 mg, 0.05 mmol) and potassium carbonate (152 mg, 1.10 mmol) were dissolved in anhydrous DMF (5 mL) under argon and heated to 60° C. for 3 h. The cooled mixture was diluted with water, extracted into EtOAc (4×30 mL) and the organic phase washed with water then brine, dried over Na2SO4 and concentrated to dryness under reduced pressure. A yellow solid was obtained and the mixture was purified by chromatography, Biotage SP4, 40 g Si cartridge, 50-80% EtOAc in cyclohexane. The relevant fractions were combined to give the desired compound as a pale yellow oil, 233 mg (58%). MS: 737.13 [M+H]+.

Provenance & Evidence