3-Ethoxy-4-methoxybenzaldehyde → 6-[1-(3-Ethoxy-4-methoxy-benzyl)-piperidin-4-ylamino]-4-trifluoromethyl-nicotinic acid
Reaktionsgleichung
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:28]=[CH:29][C:30]=1[OH:31])[CH2:7][N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:23]=[C:22]([C:24]([F:27])([F:26])[F:25])[C:18]([C:19]([OH:21])=[O:20])=[CH:17][N:16]=2)[CH2:10][CH2:9]1)[CH3:2].Cl.Cl.[CH3:34]OC(=O)C1C(C(F)(F)F)=CC(NC2CCNCC2)=NC=1.C(OC1C=C(C=CC=1OC)C=O)C>>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:28]=[CH:29][C:30]=1[O:31][CH3:34])[CH2:7][N:8]1[CH2:9][CH2:10][CH:11]([NH:14][C:15]2[CH:23]=[C:22]([C:24]([F:26])([F:25])[F:27])[C:18]([C:19]([OH:21])=[O:20])=[CH:17][N:16]=2)[CH2:12][CH2:13]1)[CH3:2]Komponenten
4
Edukt 3
Produkt 1
Versuchsvorschrift
The title compound was prepared in analogy to the synthesis of 6-[1-(3-ethoxy-4-hydroxy-benzyl)-piperidin-4-ylamino]-4-trifluoromethyl-nicotinic acid (example 201) from 6-(piperidin-4-ylamino)-4-trifluoromethyl-nicotinic acid methyl ester dihydrochloride (intermediate B7) and 3-ethoxy-4-methoxy-benzaldehyde (commercially available) in a yield of 15.3 mg (22%). MS (ISP): 454.2 [M+H]+.
Quellen und Nachweise
- ORD-Eintrag
- ord-87f6ddea400545a097b4d23d30fe20e4
- Quelldatensatz
- uspto-grants-2011_09
- Patentnummer
- US08026255B2
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