1,1,3,3-Tetraethoxy-2-methylpropane → 6-Methyl-2-phenylpyrazolo[1,5-a]pyrimidine

HRID 2043639Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2043639
[C:1]1([C:7]2[CH:11]=[C:10]([NH2:12])[NH:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O[CH:16](OCC)[CH:17]([CH3:25])[CH:18](OCC)OCC)C>CC(O)=O>[CH3:25][C:17]1[CH:16]=[N:12][C:10]2[N:9]([N:8]=[C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[CH:11]=2)[CH:18]=1

Komponenten

4

Edukt 2

HCID 827611,1,3,3-Tetraethoxy-2-methylpropaneHCID 1366553-Amino-5-phenylpyrazole

Produkt 1

HCID 577430576-Methyl-2-phenylpyrazolo[1,5-a]pyrimidineAusbeute 45 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a solution of 3-phenyl-1H-pyrazol-5-amine x120 (31.4 mmol, 1 eq, 5 g) in AcOH (30 ml) is added 1,1,3,3-tetraethoxy-2-methylpropane x121 (31.4 mmol, 1 eq, 7.36 g). The mixture is heated at 100° C. during 4 hours. After evaporation of the solvent under reduced pressure, the crude product is poured in saturated NaHCO3 aqueous solution and then extracted with AcOEt. The cumulated organic layers are dried over MgSO4, filtered and evaporated under reduce pressure. The crude mixture is recristallized in AcOEt to afford 6-methyl-2-phenylpyrazolo[1,5-a]pyrimidine x122 as a solid (3 g).

Aufarbeitung

  1. customAfter evaporation of the solvent under reduced pressure
  2. additionthe crude product is poured in saturated NaHCO3 aqueous solution
  3. extractionextracted with AcOEt
  4. dry with materialThe cumulated organic layers are dried over MgSO4
  5. filtrationfiltered
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-67a3e25a4770448489eb3dda1d2edf66
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08586623B2

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