1,3-Dibromo-5,5-dimethylhydantoin → HCID 58529494, compound

Participants

Reaction Steps

A solution of tert-butyl 2-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)morpholine-4-carboxylate (840 mg, 2.63 mmol) in DMF (20 mL) was cooled to −40° C. and treated with 1,3-dibromo-5,5-dimethylhydantoin (376 mg, 1.32 mmol). The reaction was warmed to rt over 3 h, and then partitioned between EtOAc and 1N sodium carbonate. The organic layer was separated and washed with water and brine. After drying with sodium sulfate and removal of the solvent in vacuo, trituration with ether provided the desired compound as a brown solid (880 mg, 84%). 1H-NMR (DMSO): δ 7.89 (s, 1H), 4.88 (dd, 1H, J=10, 3 Hz), 3.95 to 4.06 (m, 1H), 3.82 to 3.91 (m, 1H), 3.70 to 3.79 (m, 1H), 3.55 (ddd, 1H, J=11, 11, 3 Hz), 2.92 to 3.28 (m, 2H), 1.37 (s, 9H); MS: LC/MS (+esi): m/z=400.2 [MH]+; LC/MS rt=2.76 min.

Provenance & Evidence