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

HRID 1361666Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1361666
[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-1016630e91874dde91fe02c59debd2b7
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07880000B2

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