Hydrochloric Acid → HCID 178448523, Verbindung
Reaktionsgleichung
Cl.[F:2][C:3]1[C:4]([C:28]2[CH:33]=[CH:32][C:31]([O:34][CH2:35][C@H:36]3[CH2:41][CH2:40][C@H:39]([O:42]C4CCCCO4)[CH2:38][CH2:37]3)=[CH:30][CH:29]=2)=[CH:5][C:6](=[O:27])[N:7]([CH2:9][CH2:10][C@@:11]([CH3:26])([S:22]([CH3:25])(=[O:24])=[O:23])[C:12]([NH:14][O:15]C2CCCCO2)=[O:13])[CH:8]=1>O1CCOCC1.C(Cl)Cl.O>[F:2][C:3]1[C:4]([C:28]2[CH:33]=[CH:32][C:31]([O:34][CH2:35][C@H:36]3[CH2:41][CH2:40][C@H:39]([OH:42])[CH2:38][CH2:37]3)=[CH:30][CH:29]=2)=[CH:5][C:6](=[O:27])[N:7]([CH2:9][CH2:10][C@@:11]([CH3:26])([S:22]([CH3:25])(=[O:23])=[O:24])[C:12]([NH:14][OH:15])=[O:13])[CH:8]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
Hydrochloric acid (4.0 M in 1,4-dioxane, 1.7 mL, 6.63 mmol) was added to a solution of (2R)-4-[5-fluoro-2-oxo-4-(4-{[trans-4-(tetrahydro-2H-pyran-2-yloxy)cyclohexyl]methoxy}phenyl)-pyridin-1(2H)-yl]-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide (450 mg, 0.66 mmol) in 1,4-dioxane:DCM:water (2:2:1, 5 mL) at room temperature. After 1 h, the reaction was concentrated under reduced pressure. The crude residue was triturated in ethanol (10 mL) overnight. The solid was collected via filtration, washed with ethanol (5 mL), and dried under reduced pressure to afford the title compound as a white solid (110 mg, 33%). MS (LCMS) m/z 511.1 (M+1). 1H NMR (400 MHz, DMSO-d6) δ ppm 0.97-1.19 (m, 4H) 1.54 (s, 3H) 1.58-1.72 (m, 1H) 1.72-1.89 (m, 4H) 2.04-2.23 (m, 1H) 2.41 (m, 1H) 3.08 (s, 3H) 3.18-3.40 (m, 1H) 3.65-3.84 (m, 3H) 4.01 (td, J=11.61, 4.88 Hz, 1H) 4.49 (br. s., 1H) 6.45 (d, J=7.81 Hz, 1H) 6.94-7.06 (m, 2H) 7.36-7.54 (m, 2H) 7.96 (d, J=6.83 Hz, 1H) 9.21 (s, 1H) 11.07 (s, 1H) 11.12 (s, 1H).