Reaktionsgleichung
[CH2:1]([N:3]1[CH2:8][CH2:7][CH:6]([C:9]([OH:11])=O)[CH2:5][CH2:4]1)[CH3:2].F[P-](F)(F)(F)(F)F.[N:19]1(O[P+](N(C)C)(N(C)C)N(C)C)[C:23]2C=CC=CC=2N=N1.[NH2:39][C:40]1[CH:45]=[C:44]([O:46][C:47]2[CH:52]=[CH:51][C:50](CN)=[C:49]([N+:55]([O-:57])=[O:56])[CH:48]=2)[CH:43]=[CH:42][N:41]=1>CN(C)C=O>[CH2:1]([N:3]1[CH2:4][CH2:5][CH:6]([C:9]([NH:39][C:40]2[CH:45]=[C:44]([O:46][C:47]3[CH:52]=[CH:51][C:50]([NH:19][CH3:23])=[C:49]([N+:55]([O-:57])=[O:56])[CH:48]=3)[CH:43]=[CH:42][N:41]=2)=[O:11])[CH2:7][CH2:8]1)[CH3:2]Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a mixture of 1-(ethyl)piperidine-4-carboxylic acid (1 eq) in N,N-dimethyl formamide and N,N-disopropylethylamine (4 eq) was added BOP (2 eq) and the mixture was stirred at ambient temperature until homogeneous. To it was added [4-(2-amino(4-pyridyloxy))-2-nitrophenyl]methylamine (1 eq) and the resulting mixture was stirred at 60° C. for 16 h. The reaction mixture was then concentrated and partitioned between ethyl acetate and water. The organic layer was dried over sodium sulfate and the resulting ((1-ethyl)(4-piperidyl))-N-{4-[4-(methylamino)-3-nitrophenoxy]}(2-pyridyl))carboxamide was purified by silica gel chromatography. MS: MH+=400.2.
Aufarbeitung
- stirringthe resulting mixture was stirred at 60° C. for 16 h
- concentrationThe reaction mixture was then concentrated
- custompartitioned between ethyl acetate and water
- dry with materialThe organic layer was dried over sodium sulfate
- customthe resulting ((1-ethyl)(4-piperidyl))-N-{4-[4-(methylamino)-3-nitrophenoxy]}(2-pyridyl))carboxamide was purified by silica gel chromatography
Quellen und Nachweise
- ORD-Eintrag
- ord-c934a1c0009446a6869700f9a3caa1a6
- Quelldatensatz
- uspto-grants-2008_09
- Patentnummer
- US07423150B2
Verknüpfte Notizen
Wird geladen…