Acetylacetone → 3-Isopropyl-5,7-dimethylpyrazolo[1,5-a]pyrimidin-2-amine

HRID 1912924Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1912924
[C:1]([CH2:4][C:5](=O)[CH3:6])(=O)[CH3:2].[CH:8]([C:11]1[C:12]([NH2:17])=[N:13][NH:14][C:15]=1[NH2:16])([CH3:10])[CH3:9].Cl.NO>C(O)(=O)C>[CH:8]([C:11]1[C:15]([NH2:16])=[N:14][N:13]2[C:1]([CH3:2])=[CH:4][C:5]([CH3:6])=[N:17][C:12]=12)([CH3:10])[CH3:9]

Komponenten

5

Edukt 3

HCID 31261AcetylacetoneHCID 443297Hydroxyamine hydrochlorideHCID 687569004-Isopropyl-1H-pyrazole-3,5-diamine

Produkt 1

HCID 687489893-Isopropyl-5,7-dimethylpyrazolo[1,5-a]pyrimidin-2-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A solution of acetylacetone (1034 mg, 10.33 mmol) and the product from Example 112B (965 mg, 6.88 mmol) in acetic acid (5 mL) was heated at 115° C. for 90 minutes, and then cooled to room temperature. Hydroxylamine hydrochloride (520 mg) was added, and the solution was stirred at room temperature for 14 hours, and then concentrated under vacuum. The residue was purified by HPLC (30×100 mm XBridge column eluted with 0.1 M aqueous (NH4)2CO3-MeOH, 60:40-0:100 over 15 min) to provide the title compound. MS (DCI/NH3) m/z 205 (M+H)+.

Aufarbeitung

  1. concentrationconcentrated under vacuum
  2. customThe residue was purified by HPLC (30×100 mm XBridge column eluted with 0.1 M aqueous (NH4)2CO3-MeOH, 60:40-0:100 over 15 min)

Quellen und Nachweise

ORD-Eintrag
ord-ebe9207079224b71ab60b3c661079019
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08609669B2

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