1,4-Dioxane → {3-[2-(2-Oxo-oxazolidin-3-ylmethyl)-4-trifluoromethyl-phenoxy]-phenyl}-acetic acid

HRID 885245Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 885245
[OH:1][CH2:2][CH2:3][NH:4][CH2:5][C:6]1[CH:22]=[C:21]([C:23]([F:26])([F:25])[F:24])[CH:20]=[CH:19][C:7]=1[O:8][C:9]1[CH:10]=[C:11]([CH2:15][C:16]([OH:18])=[O:17])[CH:12]=[CH:13][CH:14]=1.C(N(C(C)C)CC)(C)C.[O:36]1CCOC[CH2:37]1>>[O:36]=[C:37]1[N:4]([CH2:5][C:6]2[CH:22]=[C:21]([C:23]([F:24])([F:25])[F:26])[CH:20]=[CH:19][C:7]=2[O:8][C:9]2[CH:10]=[C:11]([CH2:15][C:16]([OH:18])=[O:17])[CH:12]=[CH:13][CH:14]=2)[CH2:3][CH2:2][O:1]1

Komponenten

4

Edukt 3

HCID 312751,4-DioxaneHCID 81531DiisopropylethylamineHCID 58237504(3-{2-[(2-Hydroxy-ethylamino)-methyl]-4-trifluoromethyl-phenoxy}-phenyl)-acetic acid

Produkt 1

HCID 44187532{3-[2-(2-Oxo-oxazolidin-3-ylmethyl)-4-trifluoromethyl-phenoxy]-phenyl}-acetic acid

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

(3-{2-[(2-Hydroxy-ethylamino)-methyl]-4-trifluoromethyl-phenoxy}-phenyl)-acetic acid (0.15 g, 0.41 mmol), N,N′-carbonyldiimidazole (0.1 g, 0.61 mmol), and diisopropylethylamine (1 mL) were combined in 1,4-dioxane (5 mL) and stirred at 70° C. for 2 hours. The mixture was concentrated and purified by preparative HPLC to give the desired product (0.01 g).

Aufarbeitung

  1. concentrationThe mixture was concentrated
  2. custompurified by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-2c9ce30036bc4b6588a312a8f67e5fab
Quelldatensatz
uspto-grants-2012_08
Patentnummer
US08242145B2

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