Hydrochloric Acid → HCID 69550015, Verbindung

A 4N hydrochloric acid solution in ethyl acetate (50 ml) and ethanol (10 ml) was added to 1-[4-benzyloxycarbonylamino-1-(tert-butoxycarbonyl)-4-piperidylmethyl]-4-(6-chloronaphthalene-2-sulfonyl)-2-piperazinone (7.42 g), and the mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure, 4-chloropyridine hydrochloride (1.80 g), triethylamine(6.97 ml) and ethanol (100 ml) were added to the residue, and the mixture was heated at 150° C. for 5 hours in a sealed tube. After cooling, the reaction mixture was diluted with ethyl acetate, and washed with water. The ethyl acetate layer was dried with magnesium sulfate, and concentrated under reduced pressure. The residue was purified by basic silica gel chromatography (ethyl acetate-ethyl acetate/methanol=8/1) to obtain the title compound (3.58 g, 55%) as powders.

1. concentrationThe reaction mixture was concentrated under reduced pressure, 4-chloropyridine hydrochloride (1.80 g), triethylamine(6.97 ml) and ethanol (100 ml)
2. additionwere added to the residue
3. temperaturethe mixture was heated at 150° C. for 5 hours in a sealed tube
4. temperatureAfter cooling
5. additionthe reaction mixture was diluted with ethyl acetate
6. washwashed with water
7. dry with materialThe ethyl acetate layer was dried with magnesium sulfate
8. concentrationconcentrated under reduced pressure
9. customThe residue was purified by basic silica gel chromatography (ethyl acetate-ethyl acetate/methanol=8/1)

ORD-Eintrag

ord-755e72ba429b42d0906f523e2ad8672e

Quelldatensatz

uspto-grants-2006_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07109200B2