4-Aminophenylsulphur pentafluoride → 2-ethyl-5-methyl-N-[4-(pentafluoro-lambda6-sulfanyl)phenyl][1,2,4]triazolo[1,5-a]pyrimidin-7-amine

HRID 591239Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 591239
Cl[C:2]1[N:7]2[N:8]=[C:9]([CH2:11][CH3:12])[N:10]=[C:6]2[N:5]=[C:4]([CH3:13])[CH:3]=1.[NH2:14][C:15]1[CH:20]=[CH:19][C:18]([S:21]([F:26])([F:25])([F:24])([F:23])[F:22])=[CH:17][CH:16]=1>C(O)C>[CH2:11]([C:9]1[N:10]=[C:6]2[N:5]=[C:4]([CH3:13])[CH:3]=[C:2]([NH:14][C:15]3[CH:20]=[CH:19][C:18]([S:21]([F:26])([F:22])([F:23])([F:24])[F:25])=[CH:17][CH:16]=3)[N:7]2[N:8]=1)[CH3:12]

Komponenten

4

Edukt 2

HCID 27791904-Aminophenylsulphur pentafluorideHCID 300334477-Chloro-2-ethyl-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine

Produkt 1

HCID 513473972-ethyl-5-methyl-N-[4-(pentafluoro-lambda6-sulfanyl)phenyl][1,2,4]triazolo[1,5-a]pyrimidin-7-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

A suspension of Intermediate 5 (80 mg, 0.407 mmol) and 4-aminophenylsulfur pentafluoride (MANCHESTER, 89 mg, 0.407 mmol) in ethanol (5 mL) was heated at 50° C. for 1 h, starting material dissolving during the process. The reaction mixture was concentrated under vacuum, redissolved in DCM (20 mL) and washed with aq. Na2CO3 (2×15 mL). The organic layer was dried over anhydrous Na2SO4, filtered and concentrated under vacuum to afford the title compound as a white solid.

Aufarbeitung

  1. dissolutiondissolving during the process
  2. concentrationThe reaction mixture was concentrated under vacuum
  3. dissolutionredissolved in DCM (20 mL)
  4. washwashed with aq. Na2CO3 (2×15 mL)
  5. dry with materialThe organic layer was dried over anhydrous Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-5973ce8e9c10443fbe792214f837df38
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09238653B2

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