Carbon tetrabromide → N-{[4-(Bromomethyl)phenyl] (methyl)oxido--sulfanylidene}-5-({3-[(3-methyl-2-furoyl)amino]phenyl}ethynyl)nicotinamide

Participants

Reaction Conditions

Reaction Steps

N-{[4-(hydroxymethyl)phenyl] (methyl)oxido--sulfanylidene}-5-({3-[(3-methyl-2-furoyl)amino]phenyl}ethynyl)nicotinamide (0.1 g, 0.195 mmol) and CBr4 (0.097 g, 0.293 mmol) were dissolved in CH2Cl2 (0.485 mL) and the resulting solution was cooled to 0° C. PPh3 (0.858 g, 0.293 mmol) was dissolved in CH2Cl2 (0.250 mL) and then added dropwise to the 0° C. reaction mixture. Subsequently the reaction was allowed to warm to room temperature and stir for ˜1.5 h. The reaction was then diluted with CH2Cl2 (5 mL) and the resulting organic mixture was washed with a saturated aqueous solution of NaHCO3 (5 mL), then with brine (5 mL). The organic layer was dried anhydrous Na2SO4(s), filtered and concentrated in vacuo. The crude product was then taken on without further purification.

Provenance & Evidence