Dipropylamine → 2-Dipropylamino-5-methoxy-3-methylquinazolin-4(3H)-one

HRID 598073Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 598073
Cl[C:2]1[N:11]([CH3:12])[C:10](=[O:13])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[O:14][CH3:15])[N:3]=1.[CH2:16]([NH:19][CH2:20][CH2:21][CH3:22])[CH2:17][CH3:18]>O1CCCC1.O>[CH2:16]([N:19]([CH2:20][CH2:21][CH3:22])[C:2]1[N:11]([CH3:12])[C:10](=[O:13])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[O:14][CH3:15])[N:3]=1)[CH2:17][CH3:18]

Komponenten

5

Edukt 2

HCID 8902DipropylamineHCID 672666982-Chloro-5-methoxy-3-methylquinazolin-4(3H)-one

Produkt 1

HCID 672671382-Dipropylamino-5-methoxy-3-methylquinazolin-4(3H)-oneAusbeute 45,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 2-chloro-5-methoxy-3-methylquinazolin-4(3H)-one (75 mg, 0.334 mmol) and dipropylamine (0.137 ml, 1.00 mmol) in tetrahydrofuran (1 ml) was stirred at 80° C. for 60 h and diluted with water. The aqueous solution was extracted with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate and concentrated under vacuum. The residue was purified by column chromatography eluting with 50% ethyl acetate/n-hexane to afford 44 mg (45%) of the title compound.

Aufarbeitung

  1. extractionThe aqueous solution was extracted with ethyl acetate
  2. washThe extract was washed with brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated under vacuum
  5. customThe residue was purified by column chromatography
  6. washeluting with 50% ethyl acetate/n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-628ed0411a0e4958b6f195fd11c0cd7c
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07897607B2

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