Methyl 2-chloronicotinate → HCID 22603050, Verbindung

HRID 2224639

Reaktionsgleichung

Reaktionsgleichung von HRID 2224639
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:12])[CH:9]([CH3:11])[CH3:10])=[CH:4][CH:3]=1.Cl[C:14]1[C:19]([C:20]([O:22][CH3:23])=[O:21])=[CH:18][CH:17]=[CH:16][N:15]=1>COCCO.O>[CH3:11][CH:9]([CH3:10])[C:8]([C:5]1[CH:4]=[CH:3][C:2]([NH:1][C:14]2[C:19]([C:20]([O:22][CH3:23])=[O:21])=[CH:18][CH:17]=[CH:16][N:15]=2)=[CH:7][CH:6]=1)=[O:12]

Komponenten

5

Edukt 2

HCID 819931Methyl 2-chloronicotinateHCID 51510441-(4-Aminophenyl)-2-methylpropan-1-one

Produkt 1

HCID 22603050HCID 22603050, VerbindungAusbeute 118,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 80192-MethoxyethanolLösungsmittel

Versuchsvorschrift

A mixture of 1-(4-aminophenyl)-2-methyl-1-propanone (0.0637 mol) and methyl 2chloro-3-pyridinecarboxylate (0.0637 mol) in 2-methoxyethanol (200 ml) was stirred and refluxed for 90 hours. The mixture was taken up in water and EtOAc and extracted with EtOAc. The organic layer was separated, dried, filtered and the solvent was evaporated, yielding 22.6 g of methyl 2-[[4-(2-methyl-1-oxopropyl)phenyl]amino]-3-pyridinecarboxylate (interm. 20).

Aufarbeitung

  1. temperaturerefluxed for 90 hours
  2. extractionEtOAc and extracted with EtOAc
  3. customThe organic layer was separated
  4. customdried
  5. filtrationfiltered
  6. customthe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-6d6521987d964fb5bee6b37ddd40d16e
Quelldatensatz
uspto-grants-2008_05
Patentnummer
US07378433B2

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