1-Aminohomopiperidine → 10-(hexahydro-1H-azepin-1yl)-2,10-dihydroimidazo[1,2-a]pyrido[2,3-d]pyrimidin-5(3H)-one

HRID 2350860Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2350860
Cl[C:2]1[C:7]([C:8]([N:10]2[CH2:14][CH2:13][N:12]=[C:11]2SC)=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[NH2:17][N:18]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1>>[N:18]1([N:17]2[C:2]3[N:3]=[CH:4][CH:5]=[CH:6][C:7]=3[C:8](=[O:9])[N:10]3[CH2:14][CH2:13][N:12]=[C:11]23)[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1

Komponenten

3

Edukt 2

HCID 221981-AminohomopiperidineHCID 143871351-(2-Chloropyridine-3-carbonyl)-2-methylthio-2-imidazoline

Produkt 1

HCID 1438713810-(hexahydro-1H-azepin-1yl)-2,10-dihydroimidazo[1,2-a]pyrido[2,3-d]pyrimidin-5(3H)-oneAusbeute 66,3 %

Reaktionsbedingungen

Temperatur
160 °C

Versuchsvorschrift

A mixture of 10.0 g (39.1 mmoles) of the product of Example 12 and 12.5 g (0.109 mole) of N-aminohomopiperidine was heated at 160° C. for 1 hour. Excess N-aminohomopiperidine was removed by Kugelrohr distillation and the residue was partitioned between methylene chloride and water. The organic layer was dried (sodium sulfate) and concentrated leaving 7.40 g of 10-(hexahydro-1H-azepin-1yl)-2,10-dihydroimidazo[1,2-a]pyrido[2,3-d]pyrimidin-5(3H)-one; melting point 217°-219° C. Total yield 66%.

Aufarbeitung

  1. customExcess N-aminohomopiperidine was removed by Kugelrohr distillation
  2. customthe residue was partitioned between methylene chloride and water
  3. dry with materialThe organic layer was dried (sodium sulfate)
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-859f62a318fa40cd854cf54ffaa69ebb
Quelldatensatz
uspto-grants-1989_10
Patentnummer
US04871732

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