Methanol → 2-Methyl-7-[(4'-trifluoromethyl-biphenyl-2-carbonyl)-amino]-quinoline-3-carboxylic acid

HRID 51910Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 51910
C([O:3][C:4]([C:6]1[C:7]([CH3:35])=[N:8][C:9]2[C:14]([CH:15]=1)=[CH:13][CH:12]=[C:11]([NH:16][C:17]([C:19]1[C:20]([C:25]3[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][CH:26]=3)=[CH:21][CH:22]=[CH:23][CH:24]=1)=[O:18])[CH:10]=2)=[O:5])C.CO.O.O.[OH-].[Li+]>O1CCCC1>[CH3:35][C:7]1[C:6]([C:4]([OH:5])=[O:3])=[CH:15][C:14]2[C:9](=[CH:10][C:11]([NH:16][C:17]([C:19]3[C:20]([C:25]4[CH:26]=[CH:27][C:28]([C:31]([F:33])([F:32])[F:34])=[CH:29][CH:30]=4)=[CH:21][CH:22]=[CH:23][CH:24]=3)=[O:18])=[CH:12][CH:13]=2)[N:8]=1

Komponenten

6

Edukt 4

HCID 887MethanolHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 698903792-Methyl-7-[(4'-trifluoromethyl-biphenyl-2-carbonyl)-amino]-quinoline-3-carboxylic acid ethyl ester

Produkt 1

HCID 227368472-Methyl-7-[(4'-trifluoromethyl-biphenyl-2-carbonyl)-amino]-quinoline-3-carboxylic acidAusbeute 100,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

2-Methyl-7-[(4′-trifluoromethyl-biphenyl-2-carbonyl)-amino]-quinoline-3-carboxylic acid ethyl ester (345 mg, 0.72 mmol) was dissolved in 3 ml of tetrahydrofuran, 1 ml of methanol and 1 ml of water, and lithium hydroxide monohydrate was added (61 mg, 1.44 mmol). After 3 h at room temperature, the volatiles were evaporated and the resulting mixture diluted with 10 ml of water before being brought to pH 1 with 1N HCl. Filtration of the resulting solid followed by air drying afforded 326 mg of the title compound as a yellow solid.

Aufarbeitung

  1. customthe volatiles were evaporated
  2. additionthe resulting mixture diluted with 10 ml of water
  3. filtrationFiltration of the resulting solid
  4. customdrying

Quellen und Nachweise

ORD-Eintrag
ord-50b8d8d96f5b49b4b8319f86f0b9203c
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06713489B2

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