Allylamine → HCID 18326381, Verbindung

HRID 1250626

Reaktionsgleichung

Reaktionsgleichung von HRID 1250626
[CH2:1]([N:4]([CH2:16][CH:17]=[CH2:18])[C:5]1[C:6]2[S:14][CH:13]=[C:12]([CH3:15])[C:7]=2[N:8]=[C:9]([Cl:11])[N:10]=1)[CH:2]=[CH2:3].[CH2:19]([NH2:22])[CH:20]=[CH2:21].C(=O)([O-])O.[Na+]>>[ClH:11].[CH2:19]([NH:22][C:9]1[N:10]=[C:5]([N:4]([CH2:16][CH:17]=[CH2:18])[CH2:1][CH:2]=[CH2:3])[C:6]2[S:14][CH:13]=[C:12]([CH3:15])[C:7]=2[N:8]=1)[CH:20]=[CH2:21]

Komponenten

4

Edukt 3

HCID 7853AllylamineHCID 516892Sodium BicarbonateHCID 183265134-Diallylamino-2-chloro-7-methylthieno[3,2-d]pyrimidine

Produkt 1

HCID 18326381HCID 18326381, Verbindung

Versuchsvorschrift

In a sealed tube were heated 335 mg (1.2 mmol) of 4-diallylamino-2-chloro-7-methylthieno[3,2-d]pyrimidine and 1.10 g (19.2 mmol) of allylamine at 140° C. for 16 hours. After completion of the reaction, the reaction mixture was allowed to resume room temperature, and a saturated aqueous sodium hydrogen carbonate solution was added thereto, followed by extraction with ethyl acetate (50 ml×2). The organic layer was washed with brine and dried over anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluent: ethyl acetate-hexane=1/4) to give 277 mg (yield: 77.0%) of a free base compound of the title compound.

Aufarbeitung

  1. customAfter completion of the reaction
  2. customto resume room temperature
  3. extractionfollowed by extraction with ethyl acetate (50 ml×2)
  4. washThe organic layer was washed with brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationthe solvent was distilled off under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (eluent: ethyl acetate-hexane=1/4)

Quellen und Nachweise

ORD-Eintrag
ord-d2f5b77e193f40aa827759bc873706ba
Quelldatensatz
uspto-grants-2002_01
Patentnummer
US06339089B2

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