Methyl iodide → HCID 68950348, compound

Participants

Reaction Steps

tert-Butyl 3-(4-(5-chloro-3-methylbenzo[b]thiophene-2-sulfonamido)phenyl)azetidine-1-carboxylate (216 mg, 0.44 mmol) was stirred in THF (5 ml) and NaH (25 mg, 0.53 mmol) was added. After stirring at r.t. for 15 min, methyl iodide (0.028 ml, 0.44 mmol) was added and stirring was continued for 116 h. The solution was concentrated in vacuo, dissolved in water (pH 11) and extracted with EtOAc. The organic extracts were dried (MgSO4), filtered and concentrated to give tert-butyl 3-(4-(5-chloro-N,3-dimethylbenzo[b]thiophene-2-sulfonamido)phenyl)azetidine-1-carboxylate (=starting compound methylated at the amido-N) (185 mg, 83%).

Provenance & Evidence