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Dimethyl methoxymethylenemalonate → Methyl 8-[2-(4-isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-carboxylate

HRID 1828532
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1828532
[CH:1]([C:4]1[N:5]=[C:6]([CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][N:14]=[C:13]([NH2:17])[CH:12]=2)[S:7][CH:8]=1)([CH3:3])[CH3:2].C[O:19][CH:20]=[C:21]([C:26](OC)=O)[C:22]([O:24][CH3:25])=[O:23]>C(Cl)Cl>[CH:1]([C:4]1[N:5]=[C:6]([CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][N:14]3[C:20](=[O:19])[C:21]([C:22]([O:24][CH3:25])=[O:23])=[CH:26][N:17]=[C:13]3[CH:12]=2)[S:7][CH:8]=1)([CH3:3])[CH3:2]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 90770Dimethyl methoxymethylenemalonateHCID 220636524-[2-(4-Isopropyl-1,3-thiazol-2-yl)ethyl]-2-aminopyridine

Produkt 1

HCID 22063631Methyl 8-[2-(4-isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-carboxylateAusbeute 57,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
160 °C

Versuchsvorschrift

4-[2-(4-Isopropyl-1,3-thiazol-2-yl)ethyl]-2-aminopyridine (497 mg) and dimethyl methoxymethylenemalonate (425 mg) were dissolved in methylene chloride, and stirred at 90°0 C. for 2 hours while the solvent was evaporated. The reaction mixture was added with propionic acid (0.5 ml) and heated at 160° C. for 10 hours with stirring. The reaction mixture was cooled, then added with ethyl acetate, washed with saturated sodium hydrogencarbonate and dried over sodium over sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography to obtain the title compound (416 mg).

Aufarbeitung

  1. customfor 2 hours while the solvent was evaporated
  2. additionThe reaction mixture was added with propionic acid (0.5 ml)
  3. stirringwith stirring
  4. temperatureThe reaction mixture was cooled
  5. additionadded with ethyl acetate
  6. washwashed with saturated sodium hydrogencarbonate
  7. dry with materialdried over sodium over sodium sulfate
  8. customThe solvent was evaporated under reduced pressure
  9. customthe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-9ac72b0c35b0409c988a2d7aac262c1c
Quelldatensatz
uspto-grants-2006_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07056917B2

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