Triethylamine → 4-[N-[1-[N-(benzofuran-2-ylcarbonyl)amino]cyclohexanecarbonyl]amino]-1-[2-(tetrazol-1-yl)phenyl]piperidin-3-one
Reaktionsgleichung
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]([NH:12][C:13]1([C:19]([NH:21][CH:22]2[CH2:27][CH2:26][N:25]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[N:34]3[CH:38]=[N:37][N:36]=[N:35]3)[CH2:24][CH:23]2[OH:39])=[O:20])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1)=[O:11].C(N(CC)CC)C>CS(C)=O.C(OCC)(=O)C>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]([NH:12][C:13]1([C:19]([NH:21][CH:22]2[CH2:27][CH2:26][N:25]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[N:34]3[CH:38]=[N:37][N:36]=[N:35]3)[CH2:24][C:23]2=[O:39])=[O:20])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]1)=[O:11]Komponenten
5
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 0 °C
Versuchsvorschrift
To the solution of 4-[N-[1-[N-(benzofuran-2-ylcarbonyl)amino]cyclohexanecarbonyl]amino]-1-[2-(tetrazol-1-yl)phenyl]piperidin-3-ol (0.6 g) obtained in Step 1 in 10 ml of dimethylsulfoxide, was added 0.48 ml of triethylamine (3.4 mmol). The reaction mixture was cooled to 0° C. Pyridine-SO3 complex (0.54 g, 3.4 mmol) was added to the reaction mixture, which was then stirred for about 2 hours at room temperature. The reaction mixture was diluted with 50 ml of ethyl acetate and washed with brine. The resulting organic layer was dried and concentrated on sodium sulfate. The resulting residue was filtered and dried to give 0.4 g of the titled compound.
Aufarbeitung
- additionPyridine-SO3 complex (0.54 g, 3.4 mmol) was added to the reaction mixture, which
- washwashed with brine
- customThe resulting organic layer was dried
- concentrationconcentrated on sodium sulfate
- filtrationThe resulting residue was filtered
- customdried
Quellen und Nachweise
- ORD-Eintrag
- ord-cfb7e0780cd1443fb3d34eedd06fa22a
- Quelldatensatz
- uspto-grants-2008_03
- Patentnummer
- US07342027B2
Notizen zur Reaktion
Wird geladen…