1,3-Dibromo-5,5-dimethylhydantoin → HCID 58529616, compound

Participants

Reaction Conditions

Reaction Steps

To a cooled (−20° C.) solution tert-butyl 4-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)azepane-1-carboxylate (1.44 g, 4.35 mmol) in tetrahydrofuran (22 mL) was added 1,3-dibromo-5,5-dimethylhydantoin (621 mg, 2.17 mmol) in 4 portions over 15 min. The mixture was allowed to stir (−20° C.) for 4 h. The reaction was quenched with the addition 5% aqueous K2CO3 (20 mL) and was allowed to warm to rt. The mixture was extracted with ethyl acetate (3×20 mL). The combined organic layers were washed with 5% aqueous K2CO3 (25 mL), brine, dried (Na2SO4) and evaporated to provide 1.74 g (98%) of the desired product, which contained trace impurities. ES-MS m/z 411.91 [M+H]+, HPLC RT (min) 2.92.

Provenance & Evidence