Hydrochloric Acid → Methyl 6-(4-fluorobenzyl)-4-hydroxy-5-oxo-5,6,7,8-tetrahydro-2,6-naphthyridine-1-carboxylate

HRID 1817294Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1817294
[F:1][C:2]1[CH:15]=[CH:14][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][CH:10]=[CH:9][C:8]2=[O:13])=[CH:4][CH:3]=1.C[O:17][C:18]1O[C:21]([C:23]([O:25][CH3:26])=[O:24])=[N:20][CH:19]=1.Cl>CO>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][C:10]3[C:21]([C:23]([O:25][CH3:26])=[O:24])=[N:20][CH:19]=[C:18]([OH:17])[C:9]=3[C:8]2=[O:13])=[CH:14][CH:15]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 1491126Methyl 5-methoxy-1,3-oxazole-2-carboxylateHCID 690647451-(4-Fluorobenzyl)-5,6-dihydropyridin-2-(1H)-one

Produkt 1

HCID 69062288Methyl 6-(4-fluorobenzyl)-4-hydroxy-5-oxo-5,6,7,8-tetrahydro-2,6-naphthyridine-1-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

In a sealed tube, 1-(4-fluorobenzyl)-5,6-dihydropyridin-2-(1H)-one (3.84 g, 18.7 mmol), and methyl 5-methoxy-1,3-oxazole-2-carboxylate prepared in Step 5 (2.94 g, 18.7 mmol), were combined. The reaction mixture was heated at 120° C. After 24 hours, the resultant mixture was cooled and methanol saturated with HCl (2 mL) was added. The product mixture stirred at room temperature for 40 minutes, then was concentrated under vacuum. The residual crude material was diluted with DMSO (6.0 mL) and filtered to give the title compound.

Aufarbeitung

  1. concentrationwas concentrated under vacuum
  2. additionThe residual crude material was diluted with DMSO (6.0 mL)
  3. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-187951accfdc4634834b0c04bc955b82
Quelldatensatz
uspto-grants-2009_10
Patentnummer
US07598264B2

Notizen zur Reaktion

Wird geladen…