O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate → HCID 68855620, Verbindung

HRID 1071679Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1071679
[Cl:1][C:2]1[S:6][C:5]([C:7]2[O:11][N:10]=[C:9]([CH2:12][N:13]3[C:21]4[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=4)[CH:15]=[C:14]3[C:22](O)=[O:23])[CH:8]=2)=[CH:4][CH:3]=1.[B-](F)(F)(F)F.CCOC(C(C#N)=NOC(N(C)C)=[N+](C)C)=O.[C:47]([O:51][C:52]([N:54]1[CH2:59][CH2:58][N:57]([NH2:60])[CH2:56][CH2:55]1)=[O:53])([CH3:50])([CH3:49])[CH3:48]>C(Cl)Cl>[C:47]([O:51][C:52]([N:54]1[CH2:59][CH2:58][N:57]([NH:60][C:22]([C:14]2[N:13]([CH2:12][C:9]3[CH:8]=[C:7]([C:5]4[S:6][C:2]([Cl:1])=[CH:3][CH:4]=4)[O:11][N:10]=3)[C:21]3[C:16]([CH:15]=2)=[CH:17][CH:18]=[CH:19][CH:20]=3)=[O:23])[CH2:56][CH2:55]1)=[O:53])([CH3:50])([CH3:48])[CH3:49]

Komponenten

5

Edukt 3

HCID 2733286O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 11222093HCID 11222093, VerbindungHCID 22029174tert-Butyl 4-aminopiperazine-1-carboxylate

Produkt 1

HCID 68855620HCID 68855620, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 1 g 1-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-1H-indole-2-carboxylic acid and 1.3 ml NEM in 8 ml DCM, 914 mg TOTU were added and the mixture was stirred for 30 min at RT. Then 673 mg 4-Amino-piperazine-1-carboxylic acid tert-butyl ester were added and the reaction was stirred over night. After removal of the solvent under reduced pressure the residue was directly purified by chromatography on silica gel eluting with an ethyl acetate/heptane gradient. Yield: 1.1 g.

Aufarbeitung

  1. stirringthe reaction was stirred over night
  2. customAfter removal of the solvent under reduced pressure the residue
  3. customwas directly purified by chromatography on silica gel eluting with an ethyl acetate/heptane gradient

Quellen und Nachweise

ORD-Eintrag
ord-bcbddee132e343a4bb5cce235c9b0767
Quelldatensatz
uspto-grants-2005_06
Patentnummer
US06906084B2

Notizen zur Reaktion

Wird geladen…