Lithium hydroxide, monohydrate → HCID 67189619, Verbindung

HRID 551819Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 551819
[NH:1]1[CH:5]=[C:4]([CH:6]2[CH2:10][CH2:9][N:8]([C:11]([N:13]3[C:22]4[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=4)[N:16]([C:23]4[CH:32]=[CH:31][C:26]([C:27]([O:29]C)=[O:28])=[CH:25][CH:24]=4)[CH2:15][CH2:14]3)=[O:12])[CH2:7]2)[CH:3]=[N:2]1.O.[OH-].[Li+]>O1CCCC1.CO.O>[NH:1]1[CH:5]=[C:4]([CH:6]2[CH2:10][CH2:9][N:8]([C:11]([N:13]3[C:22]4[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=4)[N:16]([C:23]4[CH:24]=[CH:25][C:26]([C:27]([OH:29])=[O:28])=[CH:31][CH:32]=4)[CH2:15][CH2:14]3)=[O:12])[CH2:7]2)[CH:3]=[N:2]1

Komponenten

4

Edukt 2

HCID 168937Lithium hydroxide, monohydrateHCID 67188173HCID 67188173, Verbindung

Produkt 1

HCID 67189619HCID 67189619, VerbindungAusbeute 95,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21892291Methanol tetrahydrofuran waterLösungsmittel

Versuchsvorschrift

4.2 g of methyl 4-[4-{[3-(1H-pyrazol-4-yl)pyrrolidin-1-yl]carbonyl}-3,4-dihydroquinoxalin-1(2H)-yl]benzoate and 50 ml of a tetrahydrofuran/methanol/water 2/1/1 mixture are introduced into a 250 ml round-bottomed flask equipped with a magnetic stirrer and placed in an ice bath. 1.63 g of lithium hydroxide monohydrate are added and the reaction mixture is stirred at ambient temperature for 18 h. After evaporating the organic solvents, citric acid is added up to pH 5. The precipitate is filtered off and dried under vacuum. 3.87 g of 4-[4-{[3-(1H-pyrazol-4-yl)pyrrolidin-1-yl]carbonyl}-3,4-dihydroquinoxalin-1(2H)-yl]benzoic acid are obtained.

Aufarbeitung

  1. customequipped with a magnetic stirrer
  2. customplaced in an ice bath
  3. customAfter evaporating the organic solvents, citric acid
  4. additionis added up to pH 5
  5. filtrationThe precipitate is filtered off
  6. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-60f476268b1444e8931e710c1c2513ad
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07947834B2

Notizen zur Reaktion

Wird geladen…