Hydrochloric Acid → HCID 68907622, Verbindung

HRID 446076Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 446076
C(OC([NH:8][C:9]1([CH3:37])[C:13]2([CH2:15][CH2:14]2)[CH2:12][N:11]([C:16]2[C:25]([O:26][CH3:27])=[C:24]3[C:19]([C:20](=[O:35])[C:21]([C:32]([OH:34])=[O:33])=[CH:22][N:23]3[C@@H:28]3[CH2:30][C@@H:29]3[F:31])=[CH:18][C:17]=2[F:36])[CH2:10]1)=O)(C)(C)C.[ClH:38]>C(O)(C)C>[ClH:38].[NH2:8][C:9]1([CH3:37])[C:13]2([CH2:14][CH2:15]2)[CH2:12][N:11]([C:16]2[C:25]([O:26][CH3:27])=[C:24]3[C:19]([C:20](=[O:35])[C:21]([C:32]([OH:34])=[O:33])=[CH:22][N:23]3[C@@H:28]3[CH2:30][C@@H:29]3[F:31])=[CH:18][C:17]=2[F:36])[CH2:10]1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 57758693HCID 57758693, Verbindung

Produkt 1

HCID 68907622HCID 68907622, VerbindungAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel2×

Reaktionsbedingungen

Temperatur
55 °C

Versuchsvorschrift

7-[7-(tert-Butoxycarbonylamino)-7-methyl-5-azaspiro[2.4]heptan-5-yl]-6-fluoro-1-[(1R,2S)-2-fluorocyclopropyl]-8-methoxy-1,4-dihydro-4-oxoquinoline-3-carboxylic acid in which configuration of the tert-butoxycarbonylamino group in the substituent at position 7 is the same as the one produced in Example 9 (267.2 g) was suspended in isopropyl alcohol (1.6 L), and 6N hydrochloric acid (405 mL, 2.43 mol) was added to the suspension while the suspension was stirred in an oil bath at 55° C. The mixture was stirred at the same temperature for 3.5 hours, and after allowing to cool to room temperature, isopropyl alcohol (2.4 L) was added. The reaction vessel was cooled in a water bath at 5° C., and the mixture was stirred at the same temperature for 13 hours. The precipitated crystals were collected by filtration, and after air drying for several hours, the crystals were dried under reduced pressure at 40° C. to obtain 223.3 g (471 mmol, 92%) of the target compound as a yellow powder.

Aufarbeitung

  1. stirringThe mixture was stirred at the same temperature for 3.5 hours
  2. temperatureto cool to room temperature
  3. temperatureThe reaction vessel was cooled in a water bath at 5° C.
  4. stirringthe mixture was stirred at the same temperature for 13 hours
  5. filtrationThe precipitated crystals were collected by filtration
  6. customafter air drying for several hours
  7. customthe crystals were dried under reduced pressure at 40° C.

Quellen und Nachweise

ORD-Eintrag
ord-04424fc1799c4fe2bdccec608602e42a
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08476429B2

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