Pyridine → HCID 67520897, Verbindung

HRID 1925761

Reaktionsgleichung

Reaktionsgleichung von HRID 1925761
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[S:10](Cl)(=[O:12])=[O:11].[NH2:14][C:15]1[CH:19]=[CH:18][S:17][C:16]=1[C:20]([O:22][CH3:23])=[O:21].N1C=CC=CC=1>CN(C)C1C=CN=CC=1.ClCCl>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[S:10]([NH:14][C:15]1[CH:19]=[CH:18][S:17][C:16]=1[C:20]([O:22][CH3:23])=[O:21])(=[O:12])=[O:11]

Komponenten

6

Edukt 3

HCID 1049PyridineHCID 89652Methyl 3-amino-2-thiophenecarboxylateHCID 27735232-Chloro-4,5-difluorobenzenesulfonyl chloride

Produkt 1

HCID 67520897HCID 67520897, VerbindungAusbeute 33,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Synthesized as described for 3 using 2-chloro-4,5,-difluorobenzenesulfonyl chloride (500 mg; 2.02 mmol), methyl 3-aminothiophene-2-carboxylate (382 mg; 2.43 mmol), 4-dimethylaminopyridine (62 mg; 0.51 mmol), pyridine (10 mL), and anhydrous dichloromethane (10 mL). The crude product was purified by automated silica gel chromatography (Biotage®) using ethyl acetate/hexanes as eluant system (0 to 20% v/v over 7 column volume gradient elution) to yield the title product as a white solid (249 mg).

Aufarbeitung

  1. customSynthesized
  2. customThe crude product was purified by automated silica gel chromatography (Biotage®)
  3. washsystem (0 to 20% v/v over 7 column volume gradient elution)

Quellen und Nachweise

ORD-Eintrag
ord-a94fb0826cc84b0b8a12c2112b413dff
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08178699B2

Verknüpfte Notizen

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