Triethylamine → HCID 57773637, Verbindung

Reaktionsgleichung

Cl.[NH2:2][CH:3]1[C:11]2[C:6](=[CH:7][C:8]([S:12]([NH2:15])(=[O:14])=[O:13])=[CH:9][CH:10]=2)[CH2:5][CH2:4]1.C(N(CC)CC)C.[I:23][C:24]1[CH:32]=[CH:31][C:27]([C:28](Cl)=[O:29])=[CH:26][CH:25]=1>ClCCl>[I:23][C:24]1[CH:32]=[CH:31][C:27]([C:28]([NH:2][CH:3]2[C:11]3[C:6](=[CH:7][C:8]([S:12](=[O:13])(=[O:14])[NH2:15])=[CH:9][CH:10]=3)[CH2:5][CH2:4]2)=[O:29])=[CH:26][CH:25]=1

Komponenten

Versuchsvorschrift

To a round bottom flask containing 1-amino-2,3-dihydro-1H-indene-5-sulfonamide hydrochloride salt (93 mg, 0.38 mmol) suspended in dichloromethane (3 mL) was added triethylamine (61 μL) followed by 4-iodobenzoylchloride (100 mg, 0.38 mmol) and the reaction was stirred overnight at room temperature. The reaction was diluted with dischloromethane (25 mL) and washed with 10% aqueous hydrochloric acid (10 mL), water (10 mL), brine (10 mL), dried over sodium sulfate and concentrated to afford the crude material as an off-white solid. Recrystallization from ethanol/water afforded MIP-1146 (19 mg, 21%) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ 8.96 (m, 2H), 7.85-7.35 (m, 8H), 5.60 (m, 1H), 3.15-2.75 (m, 2H), 2.15-1.90 (m, 2H); (M+H)+ (443).