Triethylamine → (R)-5-chloro-7-(3,3-dimethylbut-2-yl)amino-6-(2,4,6-trifluoro-phenyl)-1,2,4-triazolo[1,5-a]pyrimidine

HRID 23907

Reaktionsgleichung

Reaktionsgleichung von HRID 23907
[CH3:1][C:2]([CH3:7])([CH3:6])[C@H:3]([NH2:5])[CH3:4].C(N(CC)CC)C.[Cl:15][C:16]1[C:21]([C:22]2[C:27]([F:28])=[CH:26][C:25]([F:29])=[CH:24][C:23]=2[F:30])=[C:20](Cl)[N:19]2[N:32]=[CH:33][N:34]=[C:18]2[N:17]=1>ClCCl>[Cl:15][C:16]1[C:21]([C:22]2[C:23]([F:30])=[CH:24][C:25]([F:29])=[CH:26][C:27]=2[F:28])=[C:20]([NH:5][C@@H:3]([C:2]([CH3:7])([CH3:6])[CH3:1])[CH3:4])[N:19]2[N:32]=[CH:33][N:34]=[C:18]2[N:17]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 5324845(R)-3,3-Dimethyl-2-aminobutaneHCID 110453875,7-Dichloro-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine

Produkt 1

HCID 11857385(R)-5-chloro-7-(3,3-dimethylbut-2-yl)amino-6-(2,4,6-trifluoro-phenyl)-1,2,4-triazolo[1,5-a]pyrimidineAusbeute 76 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

With stirring, a mixture of 1.4 mmol of (R)-3,3-dimethylbut-2-ylamine, 1.4 mmol of triethylamine and 10 ml of dichloromethane was introduced into a mixture of 1.4 mmol of 5,7-dichloro-6-(2,4,6-trifluorophenyl)-1,2,4-triazolo[1,5-a]-pyrimidine in 30 ml of dichloromethane. The reaction mixture was then stirred at room temperature for 16 hours and finally washed with 1 N hydrochloric acid and water. The organic phase was dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The crude product was purified by silica gel column chromatography. This gave the title compound in the form of colorless crystals in a yield of 76% (m.p.: 169-171° C.).

Aufarbeitung

  1. stirringThe reaction mixture was then stirred at room temperature for 16 hours
  2. washfinally washed with 1 N hydrochloric acid and water
  3. dry with materialThe organic phase was dried over anhydrous sodium sulfate
  4. distillationThe solvent was distilled off under reduced pressure
  5. customThe crude product was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-47aeff0440d84a1f8079f3dc0a0f8a27
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06855718B2

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