Sodium Hydroxide → 2-(4-(4'-(5-Cyclobutyl-1,3,4-oxadiazol-2-ylamino)biphenyl-4-yl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid
Reaktionsgleichung
[CH:1]1([C:5]2[O:9][C:8]([NH:10][C:11]3[CH:16]=[CH:15][C:14]([C:17]4[CH:22]=[CH:21][C:20]([C:23]56[CH2:30][CH2:29][C:26]([CH2:31][C:32]([O:34]C)=[O:33])([CH2:27][CH2:28]5)[O:25][CH2:24]6)=[CH:19][CH:18]=4)=[CH:13][CH:12]=3)=[N:7][N:6]=2)[CH2:4][CH2:3][CH2:2]1.[OH-].[Na+]>>[CH:1]1([C:5]2[O:9][C:8]([NH:10][C:11]3[CH:12]=[CH:13][C:14]([C:17]4[CH:22]=[CH:21][C:20]([C:23]56[CH2:28][CH2:27][C:26]([CH2:31][C:32]([OH:34])=[O:33])([CH2:29][CH2:30]5)[O:25][CH2:24]6)=[CH:19][CH:18]=4)=[CH:15][CH:16]=3)=[N:7][N:6]=2)[CH2:2][CH2:3][CH2:4]1Komponenten
3
Versuchsvorschrift
The title compound was prepared analogous to Example 4, Step 4, starting from methyl 2-(4-(4′-(5-cyclobutyl-1,3,4-oxadiazol-2-ylamino)biphenyl-4-yl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate (252 mg, 0.53 mmol) and NaOH (1.60 ml, 1.60 mmol). After acidification with 1N HCl, the slurry was filtered and washed with water to afford the title compound as white solid after drying (226 mg, 92% yield). HR/MS (M+H)+ found 460.2221. calc. 476.2236. RT: 2.68 (Condition L). 1H NMR (400 MHz, DMSO-d6) δ ppm 10.53 (s, 1H) 7.62 (s, 4H) 7.57 (d, J=8.59 Hz, 2H) 7.38 (d, J=8.59 Hz, 2H) 3.89 (s, 2H) 3.62-3.73 (m, 1H) 2.22-2.41 (m, 6H) 1.82-2.11 (m, 10H)
Aufarbeitung
- customThe title compound was prepared analogous to Example 4, Step 4
- filtrationAfter acidification with 1N HCl, the slurry was filtered
- washwashed with water
Quellen und Nachweise
- ORD-Eintrag
- ord-9a76fd0e3ccf488d953fa56bb4d80794
- Quelldatensatz
- uspto-grants-2015_03
- Patentnummer
- US08993619B2
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