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Lithium hydroxide, monohydrate → 2-(2-tert-Butoxy-2-oxoethyl)-6-(3-chloro-4-fluorobenzyl)-4-methoxy-3,5-dioxo-2,3,5,6,7,8-hexahydro-2,6-naphthyridine-1-carboxylic acid

HRID 2426460
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2426460
[C:1]([O:5][C:6](=[O:35])[CH2:7][N:8]1[C:17](=[O:18])[C:16]([O:19][CH3:20])=[C:15]2[C:10]([CH2:11][CH2:12][N:13]([CH2:22][C:23]3[CH:28]=[CH:27][C:26]([F:29])=[C:25]([Cl:30])[CH:24]=3)[C:14]2=[O:21])=[C:9]1[C:31]([O:33]C)=[O:32])([CH3:4])([CH3:3])[CH3:2].O.[OH-].[Li+]>O1CCCC1.O>[C:1]([O:5][C:6](=[O:35])[CH2:7][N:8]1[C:17](=[O:18])[C:16]([O:19][CH3:20])=[C:15]2[C:10]([CH2:11][CH2:12][N:13]([CH2:22][C:23]3[CH:28]=[CH:27][C:26]([F:29])=[C:25]([Cl:30])[CH:24]=3)[C:14]2=[O:21])=[C:9]1[C:31]([OH:33])=[O:32])([CH3:4])([CH3:2])[CH3:3]
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Komponenten

5

Edukt 2

HCID 168937Lithium hydroxide, monohydrateHCID 66996943Methyl 2-(2-tert-butoxy-2-oxoethyl)-6-(3-chloro-4-fluorobenzyl)-4-methoxy-3,5-dioxo-2,3,5,6,7,8-hexahydro-2,6-naphthyridine-1-carboxylate

Produkt 1

HCID 669968852-(2-tert-Butoxy-2-oxoethyl)-6-(3-chloro-4-fluorobenzyl)-4-methoxy-3,5-dioxo-2,3,5,6,7,8-hexahydro-2,6-naphthyridine-1-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962Water
Lösungsmittel
HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of methyl 2-(2-tert-butoxy-2-oxoethyl)-6-(3-chloro-4-fluorobenzyl)-4-methoxy-3,5-dioxo-2,3,5,6,7,8-hexahydro-2,6-naphthyridine-1-carboxylate (0.49 g, 0.96 mmol) and lithium hydroxide monohydrate (0.12 g, 2.9 mmol) in a mixture of tetrahydrofuran (3 mL) and water (2 mL) was stirred at room temperature for one hour. The reaction mixture was concentrated under vacuum. The residue was partitioned between dichloromethane and dilute hydrochloric acid. The organic extract was dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum to provide the title compound. This was used in the following step without further purification. ES MS M+1=495

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. customThe residue was partitioned between dichloromethane and dilute hydrochloric acid
  3. extractionThe organic extract
  4. dry with materialwas dried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-cd4eb0a6caee4f9797cc76ef9fc11451
Quelldatensatz
uspto-grants-2011_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07968564B2

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