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Methanol → 2-[4'-(2,8-Bis-trifluoromethyl-quinolin-4-yloxymethyl)-biphenyl-4-sulfonylamino]-3-methyl-butyric acid

HRID 133409
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 133409
C[O:2][C:3](=[O:44])[CH:4]([NH:8][S:9]([C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:23]=[CH:22][C:21]([CH2:24][O:25][C:26]3[C:35]4[C:30](=[C:31]([C:36]([F:39])([F:38])[F:37])[CH:32]=[CH:33][CH:34]=4)[N:29]=[C:28]([C:40]([F:43])([F:42])[F:41])[CH:27]=3)=[CH:20][CH:19]=2)=[CH:14][CH:13]=1)(=[O:11])=[O:10])[CH:5]([CH3:7])[CH3:6].CO.[OH-].[Na+]>C1COCC1>[F:43][C:40]([F:41])([F:42])[C:28]1[CH:27]=[C:26]([O:25][CH2:24][C:21]2[CH:22]=[CH:23][C:18]([C:15]3[CH:14]=[CH:13][C:12]([S:9]([NH:8][CH:4]([CH:5]([CH3:7])[CH3:6])[C:3]([OH:44])=[O:2])(=[O:11])=[O:10])=[CH:17][CH:16]=3)=[CH:19][CH:20]=2)[C:35]2[C:30](=[C:31]([C:36]([F:37])([F:38])[F:39])[CH:32]=[CH:33][CH:34]=2)[N:29]=1
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Komponenten

5

Edukt 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 865986322-[4'-(2,8-Bis-trifluoromethyl-quinolin-4-yloxymethyl)-biphenyl-4-sulfonylamino]-3-methyl-butyric acid methyl ester

Produkt 1

HCID 730444322-[4'-(2,8-Bis-trifluoromethyl-quinolin-4-yloxymethyl)-biphenyl-4-sulfonylamino]-3-methyl-butyric acidAusbeute 46 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028
Tetrahydrofuran
Lösungsmittel

Versuchsvorschrift

2-[4′-(2,8-Bis-trifluoromethyl-quinolin-4-yloxymethyl)-biphenyl-4-sulfonylamino]-3-methyl-butyric acid methyl ester (1.026 g, 1.6 mmol, 1 equiv.) was dissolved in THF (15 mL) and MeOH (6 mL) and 1N NaOH (17.6 mL, 11 equiv.) was added. The reaction was monitored by TLC. It was complete in 3 days. Solvent was removed by rotovap and the residue was dissolved in H2O. The mixture was then acidified to pH 3 with 1N HCl. The resulting precipitate was collected by filtration and washed with cold water and dried overnight. 460 mg of white solid was obtained in 46% yield.

Aufarbeitung

  1. customSolvent was removed by rotovap
  2. dissolutionthe residue was dissolved in H2O
  3. filtrationThe resulting precipitate was collected by filtration
  4. washwashed with cold water
  5. customdried overnight

Quellen und Nachweise

ORD-Eintrag
ord-647bea4566b847dd927c5d799e30f440
Quelldatensatz
uspto-grants-2008_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07390833B2

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