Methanesulfonic Acid → Garenoxacin Mesylate

HRID 1250358Notizen

Reaktionsgleichung

O.[CH:2]1([N:5]2[C:14]3[C:9](=[CH:10][CH:11]=[C:12]([C:19]4[CH:20]=[C:21]5[C:25](=[CH:26][CH:27]=4)[C@@H:24]([CH3:28])[NH:23][CH2:22]5)[C:13]=3[O:15][CH:16]([F:18])[F:17])[C:8](=[O:29])[C:7]([C:30]([OH:32])=[O:31])=[CH:6]2)[CH2:4][CH2:3]1.[CH3:33][S:34]([OH:37])(=[O:36])=[O:35]>C(O)C>[OH2:15].[CH3:33][S:34]([OH:37])(=[O:36])=[O:35].[CH:2]1([N:5]2[C:14]3[C:9](=[CH:10][CH:11]=[C:12]([C:19]4[CH:20]=[C:21]5[C:25](=[CH:26][CH:27]=4)[C@@H:24]([CH3:28])[NH:23][CH2:22]5)[C:13]=3[O:15][CH:16]([F:18])[F:17])[C:8](=[O:29])[C:7]([C:30]([OH:32])=[O:31])=[CH:6]2)[CH2:4][CH2:3]1

Komponenten

Reaktionsbedingungen

Temperatur: 40 °C

Versuchsvorschrift

In 192 ml of 50% ethanol is suspended 24 g of (R)-1-cyclopropyl-8-difluoromethoxy-7-(1-methyl-2,3-dihydro-1H-5-isoindolyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid monohydrate, and the suspension is warmed to 40° C., after which 5.71 g of methanesulfonic acid is added to form a uniform solution. Subsequently, 2.4 g of activated carbon is added and the resulting mixture is stirred at the same temperature for 10 minutes, after which the insolubles are removed by filtration. The filtrate is concentrated and the crystals deposited are collected by filtration to obtain 26.64 g of (R)-1-cyclopropyl-8-difluoromethoxy-7-(1-methyl-2,3-dihydro-1H-5-isoindolyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid methanesulfonate monohydrate.

Aufarbeitung

customto form a uniform solution
additionSubsequently, 2.4 g of activated carbon is added
customafter which the insolubles are removed by filtration
concentrationThe filtrate is concentrated
filtrationthe crystals deposited are collected by filtration

Quellen und Nachweise

ORD-Eintrag: ord-53f26a2272544d19840de385007015a3
Quelldatensatz: uspto-grants-2002_01
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06337399B1

Notizen zur Reaktion

Wird geladen…