Diisopropylethylamine → HCID 58653629, Verbindung

HRID 1676094Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1676094
[CH2:1]([O:3][C:4](=[O:25])[CH2:5][CH:6]([N:13]1[C:17]2[CH:18]=[CH:19][C:20]([C:22](O)=[O:23])=[CH:21][C:16]=2[N:15]=[CH:14]1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH3:2].C(N(CC)C(C)C)(C)C.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[N:57]1[CH:62]=[CH:61][N:60]=[CH:59][C:58]=1[N:63]1[CH2:68][CH2:67][NH:66][CH2:65][CH2:64]1>CN(C=O)C>[C:7]1([CH:6]([N:13]2[C:17]3[CH:18]=[CH:19][C:20]([C:22]([N:66]4[CH2:65][CH2:64][N:63]([C:58]5[CH:59]=[N:60][CH:61]=[CH:62][N:57]=5)[CH2:68][CH2:67]4)=[O:23])=[CH:21][C:16]=3[N:15]=[CH:14]2)[CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:25])[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Komponenten

6

Edukt 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 27346391-PiperazinylpyrazineHCID 58653638HCID 58653638, Verbindung

Produkt 1

HCID 58653629HCID 58653629, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 1-(3-ethoxy-3-oxo-1-phenylpropyl)-1H-benzimidazole-5-carboxylic acid (70 mg, 207 μmol) in DMF (4 mL) was added N,N-diisopropylethylamine (40 μL, 229 μmol) and TBTU (80 mg, 249 μmol). The solution was stirred at room temperature for 0.5 hour, 1-(2-pyrazinyl) piperazine (41 mg, 249 μmol) was added, and stirring continued at room temperature for 24 hours. The solution was evaporated in vacuo, and the residue was purified by flash column chromatography on silica gel, eluting with a mixture of dichloromethane and methanol (95:5) to afford the title compound, [LCMS (Method A, Mobile Phase I) RT=4.33 min, MH+ 485].

Aufarbeitung

  1. stirringstirring
  2. waitcontinued at room temperature for 24 hours
  3. customThe solution was evaporated in vacuo
  4. customthe residue was purified by flash column chromatography on silica gel
  5. washeluting with a mixture of dichloromethane and methanol (95:5)

Quellen und Nachweise

ORD-Eintrag
ord-7c89791204264434a60e61de16628bf3
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US08003806B2

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