Sodium Hydroxide → 3-(3-(Pyrimidin-4-yl)pyridin-2-ylamino)-4-(trifluoromethyl)benzoic acid

HRID 446315Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 446315
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[C:8]([NH:13][C:14]3[CH:15]=[C:16]([CH:22]=[CH:23][C:24]=3[C:25]([F:28])([F:27])[F:26])[C:17]([O:19]CC)=[O:18])=[N:9][CH:10]=[CH:11][CH:12]=2)=[N:3][CH:2]=1.[OH-].[Na+]>CCO>[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[C:8]([NH:13][C:14]3[CH:15]=[C:16]([CH:22]=[CH:23][C:24]=3[C:25]([F:28])([F:26])[F:27])[C:17]([OH:19])=[O:18])=[N:9][CH:10]=[CH:11][CH:12]=2)=[N:3][CH:2]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 66970285Ethyl 3-(3-(pyrimidin-4-yl)pyridin-2-ylamino)-4-(trifluoromethyl)benzoate

Produkt 1

HCID 669704063-(3-(Pyrimidin-4-yl)pyridin-2-ylamino)-4-(trifluoromethyl)benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Ethyl 3-(3-(pyrimidin-4-yl)pyridin-2-ylamino)-4-(trifluoromethyl)benzoate (2.50 g, 6 mmol) was suspended in EtOH (30 ml) and treated with 5N Sodium hydroxide (4 ml). The mixture was stirred at reflux overnight. The reaction was cooled down and the volatiles removed in vacuo. The residue was washed with diluted acetic acid (10:1 water:acetic acid) and then washed with water, to give 3-(3-(pyrimidin-4-yl)pyridin-2-ylamino)-4-(trifluoromethyl)benzoic acid as a yellow solid, after drying in a vacuum oven at 60° C. overnight. MS m/z=361 [M+1]+. Calc'd for C17H11F3N4O2: 360.08.

Aufarbeitung

  1. temperatureat reflux overnight
  2. temperatureThe reaction was cooled down
  3. customthe volatiles removed in vacuo
  4. washThe residue was washed with diluted acetic acid (10:1 water:acetic acid)
  5. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-6136ae04b633421cb718b07fe11948d9
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08476434B2

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