1,2-Dichloro-3-isocyanatobenzene → 1-(5-tert-butyl-3-(2,2-dimethyl-3-oxopiperazine-1-carbonyl)-1H-pyrrol-2-yl)-3-(2,3-dichlorophenyl)urea

関与物質

反応手順

To 4-(2-amino-5-tert-butyl-1H-pyrrole-3-carbonyl)-3,3-dimethyl-piperazin-2-one 7 (60 mg, 0.21 mmol) in THF (1 mL) was added 1,2-dichloro-3-isocyanatobenzene (58 mg, 0.31 mmol) in THF (1 mL). The resulting reaction mixture was stirred at room temperature for 1 h, at which time, TLC indicated the completion of the reaction. The solvent was then removed in vacuo, and the residue was purified by prep. TLC (EtOAc/MeOH: 9.5/0.5) to provide 1-(5-tert-butyl-3-(2,2-dimethyl-3-oxopiperazine-1-carbonyl)-1H-pyrrol-2-yl)-3-(2,3-dichlorophenyl)urea (14.6 mg, 15%) as off-white solid. 1H NMR (400 MHz, CD3OD): δ (ppm) 7.93 (t, J=4.9 Hz, 1H), 7.20 (q, J=1.9 Hz, 2H), 5.68 (s, 1H), 3.87 (t, J=5.1 Hz, 2H), 3.44 (t, J=5.0 Hz, 2H), 1.75 (s, 6H), 1.25 (s, 9H).

情報源と証拠