Trifluoroacetic acid → 4-(2-Methoxyphenyl)-2-(5-phenylpyridine-3-carboxamido)benzoic acid

HRID 454754Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 454754
FC(F)(F)C(O)=O.[CH3:8][O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[C:16]1[CH:28]=[CH:27][C:19]([C:20]([O:22]C(C)(C)C)=[O:21])=[C:18]([NH:29][C:30]([C:32]2[CH:33]=[N:34][CH:35]=[C:36]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)[CH:37]=2)=[O:31])[CH:17]=1>>[CH3:8][O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[C:16]1[CH:28]=[CH:27][C:19]([C:20]([OH:22])=[O:21])=[C:18]([NH:29][C:30]([C:32]2[CH:33]=[N:34][CH:35]=[C:36]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)[CH:37]=2)=[O:31])[CH:17]=1

Komponenten

3

Edukt 2

HCID 6422Trifluoroacetic acidHCID 58508625Tert-butyl 4-(2-methoxyphenyl)-2-(5-phenylpyridine-3-carboxamido)benzoate

Produkt 1

HCID 585085244-(2-Methoxyphenyl)-2-(5-phenylpyridine-3-carboxamido)benzoic acidAusbeute 59,4 %

Versuchsvorschrift

Trifluoroacetic acid (4.0 mL) was added to the obtained tert-butyl 4-(2-methoxyphenyl)-2-(5-phenylpyridine-3-carboxamido)benzoate (61 mg), followed by stirring at room temperature for 1 hour. The solvent was evaporated under reduced pressure, and diisopropyl ether was added to the obtained residue. The solid substance was collected by filtration, and dioxane (3.0 mL), water, and a 2 mol/L aqueous solution of sodium hydroxide (0.080 mL) were added to the obtained residue. After adjusting the pH to 7.6 with 1 mol/L hydrochloric acid, the solid substance was collected by filtration to obtain 32 mg of 4-(2-methoxyphenyl)-2-(5-phenylpyridine-3-carboxamido)benzoic acid as a white solid.

Aufarbeitung

  1. customThe solvent was evaporated under reduced pressure, and diisopropyl ether
  2. additionwas added to the obtained residue
  3. filtrationThe solid substance was collected by filtration, and dioxane (3.0 mL), water
  4. additiona 2 mol/L aqueous solution of sodium hydroxide (0.080 mL) were added to the obtained residue
  5. filtrationthe solid substance was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-01c3ae02dccf4815bbb5c39fa1aa2e0d
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08492582B2

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