Ethylmorpholine → HCID 86761448, Verbindung

HRID 655202

Reaktionsgleichung

Reaktionsgleichung von HRID 655202
[CH:1]([N:3](C1C=CC(F)=CC=1)[CH2:4][C:5]([OH:7])=O)=[O:2].CO[C:17]1[C:25]([O:26][CH3:27])=[CH:24][CH:23]=[CH:22][C:18]=1[CH2:19][CH2:20][NH2:21].C(N1C[CH2:34][O:33]CC1)C.CN(C(ON1N=N[C:46]2[CH:47]=[CH:48][CH:49]=[CH:50][C:45]1=2)=[N+](C)C)C.[B-](F)(F)(F)[F:54]>CN(C=O)C>[CH3:27][O:26][C:25]1[CH:17]=[C:18]([CH2:19][CH2:20][NH:21][C:5](=[O:7])[CH:4]([C:45]2[CH:46]=[CH:47][C:48]([F:54])=[CH:49][CH:50]=2)[NH:3][CH:1]=[O:2])[CH:22]=[CH:23][C:24]=1[O:33][CH3:34]

Komponenten

6

Edukt 4

HCID 7525EthylmorpholineHCID 1378582,3-DimethoxyphenethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 86761449HCID 86761449, Verbindung

Produkt 1

HCID 86761448HCID 86761448, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a mixture of N-formyl-4-fluorophenylglycine (900 mg) and 2,3-dimethoxyphenethylamine (1 ml) in DMF (5 ml) was added N-ethylmorpholine (0.75 ml) and TBTU (1.6 g). After stirring for 4 h, the reaction was quenched by addition of water (30 ml). The product was extracted with ethylacetate. The organic layer was washed with water, dried (MgSO4), filtered and concentrated in vacuo. The residue was triturated with methyl-tert.butylether and recrystallized from toluene.

Aufarbeitung

  1. customthe reaction was quenched by addition of water (30 ml)
  2. extractionThe product was extracted with ethylacetate
  3. washThe organic layer was washed with water
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe residue was triturated with methyl-tert.butylether
  8. customrecrystallized from toluene

Quellen und Nachweise

ORD-Eintrag
ord-e1a2af46a098420786f22507da9aabc3
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08071587B2

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