StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Ammonium Hydroxide → 1,4,5,6,7,8-Hexahydro-2-methyl-5-oxo-7-phenylmethyl-4-[2-(trifluoromethyl)phenyl]-1,7-naphthyridine-3-carboxylic acid, 2-(N-benzyl-N-methylamino)ethyl ester

HRID 2059090
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2059090
[CH2:1]([N:8]1[CH2:13][C:12](O)=[CH:11][C:10](=[O:15])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:16][C:17]([F:27])([F:26])[C:18]1[CH:25]=[CH:24][CH:23]=[CH:22][C:19]=1[CH:20]=O.[C:28]([O:34][CH2:35][CH2:36][N:37]([CH2:39][C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1)[CH3:38])(=[O:33])[CH2:29][C:30]([CH3:32])=O.[OH-].[NH4+:47]>C(O)(C)C>[CH3:32][C:30]1[NH:47][C:12]2[CH2:13][N:8]([CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH2:9][C:10](=[O:15])[C:11]=2[CH:20]([C:19]2[CH:22]=[CH:23][CH:24]=[CH:25][C:18]=2[C:17]([F:27])([F:26])[F:16])[C:29]=1[C:28]([O:34][CH2:35][CH2:36][N:37]([CH2:39][C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1)[CH3:38])=[O:33]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 14923Ammonium HydroxideHCID 123067o-(Trifluoromethyl)benzaldehydeHCID 117768292-(Benzylmethylamino)ethyl acetoacetateHCID 129006921-Benzyl-5-hydroxy-1,6-dihydropyridin-3(2H)-one

Produkt 1

HCID 128184751,4,5,6,7,8-Hexahydro-2-methyl-5-oxo-7-phenylmethyl-4-[2-(trifluoromethyl)phenyl]-1,7-naphthyridine-3-carboxylic acid, 2-(N-benzyl-N-methylamino)ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

A mixture of 15.2 g. of 1-benzyl-3-oxo-5-hydroxy-1,2,3,6-tetrahydropyridine, 13.1 g. of o-trifluoromethylbenzaldehyde, 18.7 g. of 2-(N-benzyl-N-methylamino)ethyl acetoacetate, 6 ml. of 28% ammonium hydroxide and 200 ml. of isopropanol was heated at reflux for 3 hours. The solution was evaporated to dryness. The residue was dissolved in 100 ml. of methylenechloride and extracted with 150 ml. of 15% hydrochloric acid. The acid extract was cooled and made basic with saturated sodium carbonate solution. The mixture was extracted with methylenechloride. The methylenechloride solution was dried over magnesium sulfate, then evaporated in vacuo to a solid residue. The residue was recrystallized from ethanol to obtain the title compound, m.p. 183°-185° C.

Aufarbeitung

  1. additionA mixture of 15.2 g
  2. temperatureat reflux for 3 hours
  3. customThe solution was evaporated to dryness
  4. dissolutionThe residue was dissolved in 100 ml
  5. extractionof methylenechloride and extracted with 150 ml
  6. extractionThe acid extract
  7. temperaturewas cooled
  8. extractionThe mixture was extracted with methylenechloride
  9. dry with materialThe methylenechloride solution was dried over magnesium sulfate
  10. customevaporated in vacuo to a solid residue
  11. customThe residue was recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-7165624d800142b3b136e0fa8e6bdd51
Quelldatensatz
uspto-grants-1982_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04321384

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion