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Guanidine Hydrochloride → HCID 178459352, Verbindung

HRID 2390755
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2390755
Cl.[NH2:2][C:3]([NH2:5])=[NH:4].[F:6][C:7]1[CH:14]=[CH:13][C:10]([CH:11]=O)=[CH:9][CH:8]=1.[CH3:15][CH:16]([CH3:26])[C:17](=O)[CH2:18][C:19]([O:21][CH:22]([CH3:24])[CH3:23])=[O:20].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[NH2:4][C:3]1[NH:5][CH:17]([CH:16]([CH3:26])[CH3:15])[C:18]([C:19]([O:21][CH:22]([CH3:23])[CH3:24])=[O:20])=[C:11]([C:10]2[CH:13]=[CH:14][C:7]([F:6])=[CH:8][CH:9]=2)[N:2]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 5742Guanidine HydrochlorideHCID 11430Potassium CarbonateHCID 680234-FluorobenzaldehydeHCID 57643949Propan-2-yl 4-methyl-3-oxopentanoate

Produkt 1

HCID 178459352HCID 178459352, VerbindungAusbeute 67 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228
Dimethylformamide
Lösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

Guanidine hydrochloride (12.1 g), 4-Fluorobenzaldehyde (7.0 g), isopropyl 4-methyl-3-oxo-pentanoate (8.9 g) and DMF (150 ml) were charged to a vessel equipped with a condenser and connected to a nitrogen line. The resultant mixture was stirred until a clear solution was obtained. Potassium carbonate (17.5 g) was charged and the mixture heated to 70° C. for 3 hours. The reaction mixture was cooled to ambient temperature, filtered, and the solvents removed by evaporation under reduced pressure. The resultant oil was triturated in water at 80° C. and cooled to give a slurry that was filtered and dried to give isopropyl 2-amino-4-(4-fluorophenyl)-6-isopropyl-1,6-dihydropyrimidine-5-carboxylate in 67% yield.

Aufarbeitung

  1. customequipped with a condenser
  2. customwas obtained
  3. temperatureThe reaction mixture was cooled to ambient temperature
  4. filtrationfiltered
  5. customthe solvents removed by evaporation under reduced pressure
  6. customThe resultant oil was triturated in water at 80° C.
  7. temperaturecooled
  8. customto give a slurry that
  9. filtrationwas filtered
  10. customdried

Quellen und Nachweise

ORD-Eintrag
ord-d642ff88a9524c12b12105f6f92ba98d
Quelldatensatz
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08273878B2

Notizen zur Reaktion

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