Cyclopropylamine → HCID 178418548, Verbindung

HRID 4570

Reaktionsgleichung

Reaktionsgleichung von HRID 4570
[CH:1]([O-:6])([O-])[O:2][CH2:3][CH3:4].[F:7][C:8]1[CH:21]=[C:20]([N:22]2[CH:26]=[CH:25][CH:24]=[CH:23]2)[C:19]([F:27])=[CH:18][C:9]=1[C:10]([CH2:12][C:13](OCC)=O)=[O:11].[CH:28]1([NH2:31])[CH2:30][CH2:29]1>C(OC(=O)C)(=O)C>[CH:28]1([NH:31][CH:13]=[C:12]([C:10](=[O:11])[C:9]2[CH:18]=[C:19]([F:27])[C:20]([N:22]3[CH:23]=[CH:24][CH:25]=[CH:26]3)=[CH:21][C:8]=2[F:7])[C:1]([O:2][CH2:3][CH3:4])=[O:6])[CH2:30][CH2:29]1

Komponenten

5

Edukt 3

HCID 69828CyclopropylamineHCID 53630039EthylorthoformateHCID 53691688Ethyl 2,5-difluoro-4-(pyrrol-1-yl)benzoylacetate

Produkt 1

HCID 178418548HCID 178418548, VerbindungAusbeute 36,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7918Acetic AnhydrideLösungsmittel

Versuchsvorschrift

1 g (0.0068 mol) of ethyl orthoformate is added to a solution of 1.1 g (0.00315 mol) of ethyl 2,5-difluoro-4-(pyrrol-1-yl)benzoylacetate in 3 ml of acetic anhydride and the mixture is refluxed for 3 hours. It is evaporated to dryness, the residue is dissolved in 10 ml of ethanol, 0.3 ml (0.0034 mol) of cyclopropylamine is added and the mixture is left at room temperature for 1 hour. It is evaporated to dryness and the oily residue is extracted with 3×30 ml of boiling hexane. The hexane fractions are concentrated to 20 ml and left for 12 hours at 5° C. to give 0.41 g of crystals melting at 90°-2° C.

Aufarbeitung

  1. temperaturethe mixture is refluxed for 3 hours
  2. customIt is evaporated to dryness
  3. dissolutionthe residue is dissolved in 10 ml of ethanol
  4. customIt is evaporated to dryness
  5. extractionthe oily residue is extracted with 3×30 ml of boiling hexane
  6. concentrationThe hexane fractions are concentrated to 20 ml
  7. waitleft for 12 hours at 5° C.

Quellen und Nachweise

ORD-Eintrag
ord-a4b80bde42b64cf99f5959c49c2e964f
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04727080

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