Ammonia → N-[3,5-difluoro-4-(trifluoromethyl)phenyl]-5-methyl-2-(methylthio) [1,2,4]triazolo[1,5-a]pyrimidin-7-amine

HRID 591229Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 591229
Cl[C:2]1[N:7]2[N:8]=[C:9]([S:11][CH3:12])[N:10]=[C:6]2[N:5]=[C:4]([CH3:13])[CH:3]=1.[NH2:14][C:15]1[CH:20]=[C:19]([F:21])[C:18]([C:22]([F:25])([F:24])[F:23])=[C:17]([F:26])[CH:16]=1.N>C(O)C>[F:21][C:19]1[CH:20]=[C:15]([NH:14][C:2]2[N:7]3[N:8]=[C:9]([S:11][CH3:12])[N:10]=[C:6]3[N:5]=[C:4]([CH3:13])[CH:3]=2)[CH:16]=[C:17]([F:26])[C:18]=1[C:22]([F:24])([F:25])[F:23]

Komponenten

5

Edukt 3

HCID 222AmmoniaHCID 7178284-Amino-2,6-difluorobenzotrifluorideHCID 105128437-Chloro-5-methyl-2-(methylthio)-[1,2,4]triazolo[1,5-a]pyrimidine2×

Produkt 1

HCID 67119775N-[3,5-difluoro-4-(trifluoromethyl)phenyl]-5-methyl-2-(methylthio) [1,2,4]triazolo[1,5-a]pyrimidin-7-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a suspension of 7-chloro-5-methyl-2-(methylthio)[1,2,4]triazolo[1,5-a]pyrimidine (Intermediate 8 (0.286 g, 1.332 mmol)) in ethanol (5 mL), 4-amino-2,6-difluorobenzotrifluoride (FLUOROCHEM, 0.263 g, 1.332 mmol) was added and the mixture was stirred at room temperature until reaching completion. Anhydrous ammonia (0.190 mL, 1.332 mmol) was added and solvent was removed in vacuo. The residue was purified by flash chromatography (Si, eluting with Hexane/EtOAc mixtures from 95:5 to 40:60%). Upon collection of the appropriate fractions, the title compound was obtained as a white solid.

Aufarbeitung

  1. additionwas added
  2. customsolvent was removed in vacuo
  3. customThe residue was purified by flash chromatography (Si, eluting with Hexane/EtOAc mixtures from 95:5 to 40:60%)
  4. customUpon collection of the appropriate fractions

Quellen und Nachweise

ORD-Eintrag
ord-6df995cc0c894d5f9b02c201b225b9a2
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09238653B2

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