3-(Trifluoromethyl)phenyl isocyanate → N-[3-(trifluoromethyl)phenyl]-1,3,4,9-tetrahydro-2H-beta-carboline-2-carboxamide

HRID 253731

Reaktionsgleichung

Reaktionsgleichung von HRID 253731
[CH2:1]1[C:13]2[NH:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH2:4][CH2:3][NH:2]1.[N:14]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=1)=[C:15]=[O:16]>CN(C)C=O.ClCCl>[F:24][C:23]([F:25])([F:26])[C:19]1[CH:18]=[C:17]([NH:14][C:15]([N:2]2[CH2:3][CH2:4][C:5]3[C:6]4[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=4)[NH:12][C:13]=3[CH2:1]2)=[O:16])[CH:22]=[CH:21][CH:20]=1

Komponenten

5

Edukt 2

HCID 94833-(Trifluoromethyl)phenyl isocyanateHCID 107838Tetrahydro-beta-carboline

Produkt 1

HCID 23113599N-[3-(trifluoromethyl)phenyl]-1,3,4,9-tetrahydro-2H-beta-carboline-2-carboxamideAusbeute 61,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 2,3,4,9-tetrahydro-1H-β-carboline (172 mg) in dimethylformamide (5 mL) was added by a solution of 1-isocyanato-3-(trifluoromethyl)benzene (173 mg) in dichloromethane (5 mL) and stirred overnight at the room temperature. The mixture was concentrated under reduced pressure and the residue was purified by column chromatography on silica gel (hexane:ethyl acetate=6:1) to give the title compound (205 mg) having the following physical data.

Aufarbeitung

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customthe residue was purified by column chromatography on silica gel (hexane:ethyl acetate=6:1)

Quellen und Nachweise

ORD-Eintrag
ord-9ebe548c246e451ab7c77a5d5b14032b
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07872133B2

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