Benzyl[3-(aminocarbonyl)-5-(2,4-difluorophenyl)-2-thienyl]carbamate → 2-Amino-5-(2,4-difluorophenyl)thiophene-3-carboxamide

HRID 385696Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 385696
C(OC(=O)[NH:10][C:11]1[S:12][C:13]([C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=2[F:26])=[CH:14][C:15]=1[C:16]([NH2:18])=[O:17])C1C=CC=CC=1.[H][H]>[Pd].C(O)C>[NH2:10][C:11]1[S:12][C:13]([C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=2[F:26])=[CH:14][C:15]=1[C:16]([NH2:18])=[O:17]

Komponenten

5

Edukt 2

HCID 59526381Benzyl[3-(aminocarbonyl)-5-(2,4-difluorophenyl)-2-thienyl]carbamateHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 595262952-Amino-5-(2,4-difluorophenyl)thiophene-3-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A suspension of benzyl[3-(aminocarbonyl)-5-(2,4-difluorophenyl)-2-thienyl]carbamate (240 mg, 0.618 mmol) and 10% palladium on carbon (326 mg, 0.306 mmol) in ethanol (130 mL) was placed under a hydrogen atmosphere by performing 5×15 second vacuum/hydrogen purge (supplied by balloon) fill cycles while vigorously stirring the mixture. The reaction was heated to reflux for 18 hours and then allowed to cool to ambient temperature. The suspension was filtered; the filtrate was collected and concentrated to yield the title compound as a light yellow solid.

Aufarbeitung

  1. custompurge (supplied by balloon) fill cycles
  2. temperatureThe reaction was heated
  3. temperatureto reflux for 18 hours
  4. filtrationThe suspension was filtered
  5. customthe filtrate was collected
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-95a6580003ba427292fd01887558f7da
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08367706B2

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