Water → HCID 25151661, Verbindung

HRID 391759

Reaktionsgleichung

Reaktionsgleichung von HRID 391759
N[CH:2]([OH:4])[CH3:3].Br[CH2:6][C:7]1[C:8](=[O:36])[N:9]([C:13]2[CH:18]=[CH:17][C:16]([N:19]3[CH2:23][C@H:22]([CH2:24][NH:25][C:26]([C:28]4[S:29][C:30]([Cl:33])=[CH:31][CH:32]=4)=[O:27])[O:21][C:20]3=[O:34])=[CH:15][C:14]=2[CH3:35])[CH:10]=[CH:11][CH:12]=1.O.C[N:39](C=O)C>>[Cl:33][C:30]1[S:29][C:28]([C:26]([NH:25][CH2:24][C@@H:22]2[O:21][C:20](=[O:34])[N:19]([C:16]3[CH:17]=[CH:18][C:13]([N:9]4[CH:10]=[CH:11][CH:12]=[C:7]([CH2:6][NH:39][CH2:3][CH2:2][OH:4])[C:8]4=[O:36])=[C:14]([CH3:35])[CH:15]=3)[CH2:23]2)=[O:27])=[CH:32][CH:31]=1

Komponenten

5

Edukt 4

HCID 962WaterHCID 6228DimethylformamideHCID 522583Acetaldehyde ammoniaHCID 59410175N-{[(5S)-3-{4-[3-(Bromomethyl)-2-oxopyridin-1(2H)-yl]-3-methylphenyl}-2-oxo-1,3-oxazolidin-5-yl]methyl}-5-chlorothiophene-2-carboxamide

Produkt 1

HCID 25151661HCID 25151661, Verbindung

Versuchsvorschrift

At −10° C., 38 mg (0.63 mmol) of aminoethanol are added to a solution of 56 mg (0.11 mmol) of the compound from Example 11A in 1 ml of DMF. After 30 min at −10° C., the mixture is added to water and then extracted three times with ethyl acetate. The organic phases are combined and then freed from the solvent under reduced pressure. The product is purified by preparative HPLC using an acetonitrile/water mixture. This gives 14.5 mg (26% of theory) of the desired product.

Aufarbeitung

  1. extractionextracted three times with ethyl acetate
  2. customThe product is purified by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-7cb27ad1f88f4a799e5ba175d9964c5c
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08383822B2

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