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

Acetic Acid → 4-{[(6-Butoxypyridin-2-yl)methyl]amino}-1H-imidazole-5-carboxamide

HRID 912701
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 912701
[NH2:1][C:2]1[NH:6][CH:5]=[N:4][C:3]=1[C:7]([NH2:9])=[O:8].[CH2:10]([O:14][C:15]1[N:20]=[C:19]([CH:21]=O)[CH:18]=[CH:17][CH:16]=1)[CH2:11][CH2:12][CH3:13].C(O)(=O)C.C([BH3-])#N.[Na+]>C(O)C>[CH2:10]([O:14][C:15]1[N:20]=[C:19]([CH2:21][NH:1][C:2]2[N:6]=[CH:5][NH:4][C:3]=2[C:7]([NH2:9])=[O:8])[CH:18]=[CH:17][CH:16]=1)[CH2:11][CH2:12][CH3:13]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 96795-Aminoimidazole-4-carboxamideHCID 5003444Sodium cyanoborohydrideHCID 108450736-Butoxypyridine-2-carbaldehyde

Produkt 1

HCID 674158084-{[(6-Butoxypyridin-2-yl)methyl]amino}-1H-imidazole-5-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702
Ethanol
Lösungsmittel

Versuchsvorschrift

5-Aminoimidazole-4-carboxamide (0.30 g, 2.4 mmol) was added to the solution of 6-butoxypyridine-2-carbaldehyde (0.43 mg, 2.4 mmol, obtained from Example 17(d)) in anhydrous ethanol (30 mL) and the reaction mixture was refluxed. After 2 h, the reaction mixture was concentrated in vacuo. The light pink solid was suspended in anhydrous ethanol (25 mL), and acetic acid (0.27 mL, 4.8 mmol) was added. After 1.5 h, sodium cyanoborohydride (0.30 g, 4.8 mmol) was added to the mixture. After stirring o.n. at ambient temperature, the reaction mixture was concentrated in vacuo. The resulting 1.2 g of crude title compound was used in the next step without further purification. MS (ESI) m/z 290 (M+1)

Aufarbeitung

  1. temperaturethe reaction mixture was refluxed
  2. concentrationthe reaction mixture was concentrated in vacuo
  3. waitAfter 1.5 h
  4. concentrationat ambient temperature, the reaction mixture was concentrated in vacuo
  5. customThe resulting 1.2 g of crude title compound was used in the next step without further purification

Quellen und Nachweise

ORD-Eintrag
ord-b716e8f4075b4558bffcebba3f65d85d
Quelldatensatz
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08026244B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion