1-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acid → 4-[3,5-Bis-(4-cyano-phenoxy)-phenylcarbamoyl]-piperidine-1-carboxylic Acid Tert-butyl Ester
Reaktionsgleichung
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]([OH:16])=O)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:17]([C:19]1[CH:41]=[CH:40][C:22]([O:23][C:24]2[CH:25]=[C:26]([NH2:39])[CH:27]=[C:28]([O:30][C:31]3[CH:36]=[CH:35][C:34]([C:37]#[N:38])=[CH:33][CH:32]=3)[CH:29]=2)=[CH:21][CH:20]=1)#[N:18]>>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][CH:11]([C:14](=[O:16])[NH:39][C:26]2[CH:27]=[C:28]([O:30][C:31]3[CH:36]=[CH:35][C:34]([C:37]#[N:38])=[CH:33][CH:32]=3)[CH:29]=[C:24]([O:23][C:22]3[CH:40]=[CH:41][C:19]([C:17]#[N:18])=[CH:20][CH:21]=3)[CH:25]=2)[CH2:12][CH2:13]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]Komponenten
3
Versuchsvorschrift
Following the procedure of Example 9(e) piperidine-1,4-dicarboxylic acid mono-tert-butyl ester 0.7 g (3.05 mmol) and [3,5-bis-(4-cyano-phenoxy)-phenyl]-amine (1.0 g, 3.05 mmol) were used to afford 0.85 g of the required product. 1H NMR (DMSO-d6): δ 1.2 (4H, m), 1.31 (9H, s), 1.8 (4H, d), 2.21 (1H, t), 3.1 (1H, m), 6.81 (1H, d), 7.04 (1H, s), 7.2 (6H, m), 7.91 (4H, dd), 10.0 (1H, brs).
Quellen und Nachweise
- ORD-Eintrag
- ord-856ed80e08fb4b49beb49aeb325f2e6e
- Quelldatensatz
- uspto-grants-2014_05
- Patentnummer
- US08722930B2
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