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Hydrochloric Acid → 8-(3,3-Dimethylpiperidin-1-yl)-9-fluoro-4-methyl-1-oxo-1,4-dihydrobenzo[f][1,7]naphthyridine-2-carboxylic acid

HRID 413053
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 413053
[OH-].[K+].[CH3:3][C:4]1([CH3:32])[CH2:9][CH2:8][CH2:7][N:6]([C:10]2[C:30]([F:31])=[CH:29][C:13]3[C:14]4[C:15](=[O:28])[C:16]([C:23]([O:25]CC)=[O:24])=[CH:17][N:18]([CH3:22])[C:19]=4[CH:20]=[N:21][C:12]=3[CH:11]=2)[CH2:5]1.Cl>C(O)C.O>[CH3:3][C:4]1([CH3:32])[CH2:9][CH2:8][CH2:7][N:6]([C:10]2[C:30]([F:31])=[CH:29][C:13]3[C:14]4[C:15](=[O:28])[C:16]([C:23]([OH:25])=[O:24])=[CH:17][N:18]([CH3:22])[C:19]=4[CH:20]=[N:21][C:12]=3[CH:11]=2)[CH2:5]1
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Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 18523238Ethyl 8-(3,3-dimethylpiperidin-1-yl)-9-fluoro-4-methyl-1-oxo-1,4-dihydrobenzo[f][1,7]naphthyridine-2-carboxylate

Produkt 1

HCID 185233368-(3,3-Dimethylpiperidin-1-yl)-9-fluoro-4-methyl-1-oxo-1,4-dihydrobenzo[f][1,7]naphthyridine-2-carboxylic acidAusbeute 81,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702
Ethanol
Lösungsmittel
HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

1.4 cm3 of 1 N aqueous potassium hydroxide was added, with stirring, to a suspension of 0.5 g of ethyl 8-(3,3-dimethylpiperidin-1-yl)-9-fluoro-4-methyl-1-oxo-1,4-dihydrobenzo[f][1,7]naphthyridine-2-carboxylate in 15 cm3 of ethanol and 15 cm3 of water. The mixture was heated at about 100° C. for one hour. The suspension obtained was acidified by addition of 1.4 cm3 of 1 N aqueous hydrochloric acid. After cooling, the precipitate was dewatered, washed three times with 10 cm3 of water, three times with 10 cm3 of ethanol, and three times with 10 cm3 of ether. The solid was dried at about 80° C. at 1 kPa for 4 hours. 0.38 g of 8-(3,3-dimethylpiperidin-1-yl)-9-fluoro-4-methyl-1-oxo-1,4-dihydrobenzo[f][1,7]naphthyridine-2-carboxylic acid was obtained in the form of a yellow solid, which melted with decomposition at about 286-7° C.

Aufarbeitung

  1. customThe suspension obtained
  2. temperatureAfter cooling
  3. washwashed three times with 10 cm3 of water, three times with 10 cm3 of ethanol, and three times with 10 cm3 of ether
  4. customThe solid was dried at about 80° C. at 1 kPa for 4 hours

Quellen und Nachweise

ORD-Eintrag
ord-de6694b2b6444410a3428f71c4c27320
Quelldatensatz
uspto-grants-2003_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06566362B2

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