Methanol → 1-(2-Isopropylamino-6-methyl-pyrimidin-4-yl)-ethanone oxime

HRID 2069469Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2069469
Cl.[NH2:2][OH:3].[CH:4]([NH:7][C:8]1[N:13]=[C:12]([C:14](=O)[CH3:15])[CH:11]=[C:10]([CH3:17])[N:9]=1)([CH3:6])[CH3:5].CO>O.[OH-].[Na+]>[CH:4]([NH:7][C:8]1[N:13]=[C:12]([C:14](=[N:2][OH:3])[CH3:15])[CH:11]=[C:10]([CH3:17])[N:9]=1)([CH3:6])[CH3:5]

Komponenten

6

Edukt 3

HCID 887MethanolHCID 443297Hydroxyamine hydrochlorideHCID 685106621-(2-Isopropylamino-6-methyl-pyrimidin-4-yl)-ethanone

Produkt 1

HCID 1363463701-(2-Isopropylamino-6-methyl-pyrimidin-4-yl)-ethanone oximeAusbeute 83,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A solution of hydroxylamine hydrochloride (737 mg, 10.6 mmol) in water (3.0 mL) and 1 N aq. NaOH (11 mL) is added to 1-(2-isopropylamino-6-methyl-pyrimidin-4-yl)-ethanone (1.71 g, 8.85 mmol). The solution is stirred at 80° C. for 2 h and MeOH is added to maintain homogeneity of the mixture. The mixture is cooled to rt and the precipitate that forms is collected, washed with water and dried in vacuo to give 1-(2-isopropylamino-6-methyl-pyrimidin-4-yl)-ethanone oxime (1.54 g) as a yellow solid; LC-MS: tR=0.72 min, [M+H]+=209.52; 1H NMR (D6-DMSO): δ 1.15 (d, J=6.5 Hz, 6H), 2.10 (s, 3H), 2.25 (s, 3H), 4.07 (m, 1H), 6.80 (s, 1H), 6.86 (d, J=7.5 Hz, 1H), 11.62 (s, 1H).

Aufarbeitung

  1. temperatureto maintain homogeneity of the mixture
  2. temperatureThe mixture is cooled to rt
  3. customthe precipitate that forms is collected
  4. washwashed with water
  5. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-5c6b09d1722447c68c9eef1b3a1a2883
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08299086B2

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