Sodium Hydroxide → HCID 59263290, Verbindung

HRID 643992Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 643992
C[O:2][C:3](=[O:43])[C:4]1[CH:9]=[CH:8][C:7]([Cl:10])=[CH:6][C:5]=1[N:11]([S:19]([C:22]1[CH:27]=[CH:26][C:25]([O:28][CH2:29][CH2:30][C:31]2[N:32]=[C:33]([C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=3)[O:34][C:35]=2[CH3:36])=[CH:24][CH:23]=1)(=[O:21])=[O:20])C(OC(C)(C)C)=O.[OH-].[Na+]>O1CCOCC1>[Cl:10][C:7]1[CH:8]=[CH:9][C:4]([C:3]([OH:43])=[O:2])=[C:5]([NH:11][S:19]([C:22]2[CH:23]=[CH:24][C:25]([O:28][CH2:29][CH2:30][C:31]3[N:32]=[C:33]([C:37]4[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=4)[O:34][C:35]=3[CH3:36])=[CH:26][CH:27]=2)(=[O:20])=[O:21])[CH:6]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 685793864-Chloro-2-{4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-benzenesulfonyl-(t-butoxycarbonyl)amino}-benzoic acid methyl ester

Produkt 1

HCID 59263290HCID 59263290, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

A solution of the title G compound, 4-chloro-2-{4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-benzenesulfonyl-(t-butoxycarbonyl)amino}-benzoic acid methyl ester (300 mg, 0.48 mmol) in dioxane (5 mL) to which 2.4 mL of 1 N aqueous NaOH is added is heated at 90° C. for 3 h. The mixture is concentrated under vacuum, acidified with 1 N aqueous HCl, and extracted twice with EtOAc. The organic solution is dried over anhydrous magnesium sulfate, filtered and concentrated to give a crude product which is triturated with DCM. The solid is collected by filtration to afford 4-chloro-2-{4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-benzenesulfonyl-amino}-benzoic acid: m.p. 223-225° C.; ESI-MS 513 [M+1]+.

Aufarbeitung

  1. concentrationThe mixture is concentrated under vacuum
  2. extractionextracted twice with EtOAc
  3. dry with materialThe organic solution is dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customto give a crude product which
  7. customis triturated with DCM
  8. filtrationThe solid is collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-51ab0df35d444a858001de495f719a74
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07700637B2

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