Ethanolamine → N-(2-Hydroxyethyl)ammonium 1-cyclopropyl-6,8-difluoro-7[3-(4-methyl-1,2,3-triazol-1-yl)-pyrrolidin-1-yl]-1,4-dihydro-4-oxoquinoline-3-carboxylate
Reaktionsgleichung
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:26])=[C:11]([N:15]4[CH2:19][CH2:18][CH:17]([N:20]5[CH:24]=[C:23]([CH3:25])[N:22]=[N:21]5)[CH2:16]4)[C:12]=3[F:14])[C:7](=[O:27])[C:6]([C:28]([OH:30])=[O:29])=[CH:5]2)[CH2:3][CH2:2]1.[CH2:31]([CH2:33][NH2:34])[OH:32]>C(O)C>[OH:32][CH2:31][CH2:33][NH3+:34].[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:26])=[C:11]([N:15]4[CH2:19][CH2:18][CH:17]([N:20]5[CH:24]=[C:23]([CH3:25])[N:22]=[N:21]5)[CH2:16]4)[C:12]=3[F:14])[C:7](=[O:27])[C:6]([C:28]([O-:30])=[O:29])=[CH:5]2)[CH2:2][CH2:3]1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A suspension of 2 0 mg (0.05 mmol) of 1-cyclopropyl-6,8-difluoro-7-[3-(4-methyl-1,2,3-triazol-1-yl) pyrrolidine-1-yl]-1,4-dihydro-4-oxoquinoline-3-carboxylic acid in 2 ml of ethanol was reacted with 3.054 mg (0.05 mmol) of ethanolamine at room temperature for 2 hr. Additional equivalent of ethanolamine was added and the reaction mixture was stirred overnight. The solid was then collected, m.p. 215.5°-216.8° C. 1H NMR (D20) δ: 8.46 (s, 1H), 7.86 (bs, 1H), 7.68 (bd, 14Hz, 1H), 5.46-5.25 (m, 1H), 4.4-3.7 (m, 7H), 3.17-3.07 (m, 2H), 2.76-2.2 (m, 5H), 2.31 (s, 3H), 1.3-1.0 (m, 4H). Anal. calcd. for C22H26F2N6O4H2O: C, 53.44; H, 5.71; N, 16.99. Found: C, 53.68; H, 5.93; N, 16.48.
Aufarbeitung
- customThe solid was then collected
Quellen und Nachweise
- ORD-Eintrag
- ord-b08368ef5d3047878337f3674d16fb9a
- Quelldatensatz
- uspto-grants-1994_08
- Patentnummer
- US05342846
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