Methylamine → 3-Benzyloxy-1,6-dimethyl-4-oxo-1,4-dihydro-pyridine-2-carboxylic acid cyclohexylamide

HRID 2218108Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2218108
[CH:1]1([NH:7][C:8]([C:10]2O[C:12]([CH3:25])=[CH:13][C:14](=[O:24])[C:15]=2[O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:26][NH2:27]>CO>[CH:1]1([NH:7][C:8]([C:10]2[N:27]([CH3:26])[C:12]([CH3:25])=[CH:13][C:14](=[O:24])[C:15]=2[O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Komponenten

4

Edukt 2

HCID 6329MethylamineHCID 866117973-Benzyloxy-6-methyl-4-oxo-4H-pyran-2-carboxylic acid cyclohexylamide

Produkt 1

HCID 666590693-Benzyloxy-1,6-dimethyl-4-oxo-1,4-dihydro-pyridine-2-carboxylic acid cyclohexylamideAusbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
72.5 °C

Versuchsvorschrift

To a solution of 3-benzyloxy-6-methyl-4-oxo-4H-pyran-2-carboxylic acid cyclohexylamide (1.40 g, 4.1 mmol) in 5 ml of methanol, methylamine solution (9 ml of 2M solution in methanol, 16 mmol) was added. The resulting solution was stirred at 70 to 75° C. for overnight under the pressure in a sealed tube. The solvent was removed under reduced pressure gave light yellow solid as a crude product. The material was purified by column chromatography (elution gradient: 100% ethyl acetate to 25% methanol in ethyl acetate) to give the titled compound as white solid (1.20 g, 83.0%).

Aufarbeitung

  1. customThe solvent was removed under reduced pressure
  2. customgave light yellow solid as a crude product
  3. customThe material was purified by column chromatography (elution gradient: 100% ethyl acetate to 25% methanol in ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-fabda68943424194beab676836e34f68
Quelldatensatz
uspto-grants-2008_08
Patentnummer
US07410985B2

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