Hydrochloric Acid → 3-(4-{1-[4-(5-Trifluoromethyl-pyridin-2-yl)-phenyl]-pentyloxy}-benzoylamino)-propionic acid

HRID 1669302Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1669302
C[O:2][C:3](=[O:37])[CH2:4][CH2:5][NH:6][C:7](=[O:36])[C:8]1[CH:13]=[CH:12][C:11]([O:14][CH:15]([C:20]2[CH:25]=[CH:24][C:23]([C:26]3[CH:31]=[CH:30][C:29]([C:32]([F:35])([F:34])[F:33])=[CH:28][N:27]=3)=[CH:22][CH:21]=2)[CH2:16][CH2:17][CH2:18][CH3:19])=[CH:10][CH:9]=1.[OH-].[Na+].Cl>C1COCC1>[F:35][C:32]([F:33])([F:34])[C:29]1[CH:30]=[CH:31][C:26]([C:23]2[CH:24]=[CH:25][C:20]([CH:15]([O:14][C:11]3[CH:10]=[CH:9][C:8]([C:7]([NH:6][CH2:5][CH2:4][C:3]([OH:37])=[O:2])=[O:36])=[CH:13][CH:12]=3)[CH2:16][CH2:17][CH2:18][CH3:19])=[CH:21][CH:22]=2)=[N:27][CH:28]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 673432223-(4-{1-[4-(5-Trifluoromethyl-pyridin-2-yl)-phenyl]-pentyloxy}-benzoylamino)-propionic acid methyl ester

Produkt 1

HCID 117060153-(4-{1-[4-(5-Trifluoromethyl-pyridin-2-yl)-phenyl]-pentyloxy}-benzoylamino)-propionic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

3-(4-{1-[4-(5-trifluoromethyl-pyridin-2-yl)-phenyl]-pentyloxy}-benzoylamino)-propionic acid methyl ester (50 mg) is taken into THF (1.0 mL) and treated with NaOH (1.0 mL, 5.0 N), then refluxed under nitrogen. The reaction mixture is neutralized with HCl (1.0 mL, 5.0 N), extracted with ethyl ether, dried over sodium sulfate. Concentration gives the title compound. MS (ES): 499.2 [M+H]−, the structure is also confirmed by proton NMR.

Aufarbeitung

  1. temperaturerefluxed under nitrogen
  2. extractionextracted with ethyl ether
  3. dry with materialdried over sodium sulfate
  4. concentrationConcentration

Quellen und Nachweise

ORD-Eintrag
ord-0171a3e249be48d69bbac5b54d712f0b
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07989457B2

Notizen zur Reaktion

Wird geladen…