Hydrochloric Acid → HCID 20161366, Verbindung

HRID 247044Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 247044
[NH2:1][C:2]1[C:11]2[C:10](=[O:12])[N:9]([CH2:13][C:14]#[CH:15])[CH2:8][CH2:7][C:6]=2[N:5]=[C:4]2[N:16](C=C)[N:17]=[CH:18][C:3]=12.Cl.O.C(=O)([O-])[O-].[Na+].[Na+]>C(#N)C>[NH2:1][C:2]1[C:11]2[C:10](=[O:12])[N:9]([CH2:13][C:14]#[CH:15])[CH2:8][CH2:7][C:6]=2[N:5]=[C:4]2[NH:16][N:17]=[CH:18][C:3]=12

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 10340Sodium CarbonateHCID 20161359HCID 20161359, Verbindung

Produkt 1

HCID 20161366HCID 20161366, VerbindungAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a mechanically stirred solution of 4-amino-7,8-dihydro-6-(prop-2-ynyl)-1-vinyl-1H-pyrazolo[3,4-b][1,6]napthyridin-5(6H)-one (1.91 g.) in dry acetonitrile (35 ml.) under a nitrogen atmosphere was added freshly prepared 6N aqueous HCl (11.65 ml.) at room temperature. The resulting suspension was heated under reflux for three hours, followed by cooling to room temperature and addition of water. The reaction mixture was made basic with aqueous saturated sodium carbonate and extracted with EtOAc. The organic phase was washed with brine, dried over magnesium sulfate, filtered through diatomaceous earth and concentrated to give 4-amino-7,8-dihydro-6-(prop-2-ynyl)-1H-pyrazolo[3,4-b][1,6]napthyridin-5(6H)-one as a white solid (1.24 g.) (72% yield) which was used without further purification.

Aufarbeitung

  1. temperatureThe resulting suspension was heated
  2. temperatureunder reflux for three hours
  3. extractionextracted with EtOAc
  4. washThe organic phase was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered through diatomaceous earth
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-fcc75c7d0e2e42e9acc32b7e73f18a34
Quelldatensatz
uspto-grants-1987_11
Patentnummer
US04705793

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