N-bromobutanimide → HCID 68997171, compound

Participants

Reaction Steps

(R)-5′-Amino-3-methyl-spiro[imidazolidine-4,2′-indane]-2,5-dione (580 mg, 2.51 mmol, described in Intermediate 8) was suspended in CHCl3 (250 mL) and N-bromosuccinimide (335 mg, 1.88 mmol) was added in one portion. The resulting mixture was stirred at ambient temperature for 40 min, then washed with dilute aqueous NaHCO3 (50 mL). The organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure. The crude product was purified by silica gel chromatography, eluting with a gradient of CH2Cl2:EtOAc—100:0 to 0:100, to give (R)-5′-amino-4′-bromo-3-methyl-spiro[imidazolidine-4,2′-indane]-2,5-dione, which eluted first, and the title compound, which eluted second. MS: m/z=353 (M+1+CH3CN).

Provenance & Evidence