ethyl 2-chloro-5-(2,6-difluorophenyl)-1H-pyrrole-3-carboxylate → ethyl 5-(2,6-difluorophenyl)-1H-pyrrole-3-carboxylate

HRID 1962555Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1962555
Cl[C:2]1[NH:3][C:4]([C:12]2[C:17]([F:18])=[CH:16][CH:15]=[CH:14][C:13]=2[F:19])=[CH:5][C:6]=1[C:7]([O:9][CH2:10][CH3:11])=[O:8]>C(O)C.[C].[Pd]>[F:19][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]([F:18])[C:12]=1[C:4]1[NH:3][CH:2]=[C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH:5]=1

Komponenten

4

Edukt 1

HCID 66974607ethyl 2-chloro-5-(2,6-difluorophenyl)-1H-pyrrole-3-carboxylate

Produkt 1

HCID 66974572ethyl 5-(2,6-difluorophenyl)-1H-pyrrole-3-carboxylateAusbeute 44 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

To a solution of ethyl 2-chloro-5-(2,6-difluorophenyl)-1H-pyrrole-3-carboxylate (9.82 g) in ethanol (200 mL) was added 10% palladium carbon (50% containing water, 4.91 g), and the mixture was stirred under a hydrogen atmosphere at 40° C. for 72 hr. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=4:1) to give the title compound as colorless crystals (yield 3.80 g, 24%).

Aufarbeitung

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=4:1)

Quellen und Nachweise

ORD-Eintrag
ord-ab8d9a3daeaa44a2bd0046700e78b61c
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08415368B2

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