Trifluoroacetic acid → (E)-2-amino-1-(5-(3-(3,5-dichloro-4-fluorophenyl)-4,4,4-trifluorobut-1-enyl)-1H-indol-1-yl)ethanone

HRID 1503535Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1503535
[Cl:1][C:2]1[CH:3]=[C:4]([CH:10]([C:33]([F:36])([F:35])[F:34])/[CH:11]=[CH:12]/[C:13]2[CH:14]=[C:15]3[C:19](=[CH:20][CH:21]=2)[N:18]([C:22](=[O:32])[CH2:23][NH:24]C(=O)OC(C)(C)C)[CH:17]=[CH:16]3)[CH:5]=[C:6]([Cl:9])[C:7]=1[F:8].C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:24][CH2:23][C:22]([N:18]1[C:19]2[C:15](=[CH:14][C:13](/[CH:12]=[CH:11]/[CH:10]([C:4]3[CH:3]=[C:2]([Cl:1])[C:7]([F:8])=[C:6]([Cl:9])[CH:5]=3)[C:33]([F:35])([F:36])[F:34])=[CH:21][CH:20]=2)[CH:16]=[CH:17]1)=[O:32]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 86675171(E)-tert-butyl 2-(5-(3-(3,5-dichloro-4-fluorophenyl)-4,4,4-trifluorobut-1-enyl)-1H-indol-1-yl)-2-oxoethylcarbamate

Produkt 1

HCID 86675170(E)-2-amino-1-(5-(3-(3,5-dichloro-4-fluorophenyl)-4,4,4-trifluorobut-1-enyl)-1H-indol-1-yl)ethanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a stirred solution of (E)-tert-butyl 2-(5-(3-(3,5-dichloro-4-fluorophenyl)-4,4,4-trifluorobut-1-enyl)-1H-indol-1-yl)-2-oxoethylcarbamate (0.05 g, 0.09 mmol) in DCM (5.0 mL) was added TFA (0.01 mL) and the reaction was stirred at RT for 16 h. The reaction mixture was diluted with DCM and washed with saturated NaHCO3 solution, water and brine solution. The separated DCM layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford the crude title compound which was used in the next step without further purification (50 mg).

Aufarbeitung

  1. washwashed with saturated NaHCO3 solution, water and brine solution
  2. dry with materialThe separated DCM layer was dried over anhydrous Na2SO4
  3. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-93d6266765b44d6eb1c61afcb7b9fadb
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09212163B2

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