Sodium Azide → HCID 54002020, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-chloro-N-(5-chloro-2-fluorophenyl)-N-[(R)-1-methyl-4-bromobutyl]-benzenesulfonamide (0.343 g, 0.730 mmol) in THF/H2O (8/2 mL) was added sodium azide (0.237 g, 7.30 mmol) at 22° C. The resulting mixture was allowed to stir at 22° C. for 10 days. The mixture was extracted with ether (3×20 mL). The combined organic extracts were washed with sat. NaHCO3, dried over MgSO4, filtered, and concentrated under reduced pressure. Silica gel chromatography (1:9 ethyl acetate:hexanes) of the concentrate afforded 0.227 g of 4-chloro-N-(5-chloro-2-fluorophenyl)-N-[(R)-1-methyl-4-azidobutyl]benzenesulfonamide as a colorless oil in 72% yield.

Provenance & Evidence