Ammonium Chloride → 4-[4-((S)-1-{[2-(4-amino-2-chloro-5-methoxy-phenyl)-ethyl]-tert-butoxycarbonyl-amino}ethyl)-phenyl]piperazine-1-carboxylic acid tert-butyl ester

Temperatur

80 °C

To a solution of 4-[4-((S)-1-{tert-butoxycarbonyl-[2-(2-chloro-5-methoxy-4-nitro-phenyl)-ethyl]amino}-ethyl)phenyl]-piperazine-1-carboxylic acid tert-butyl ester (0.32 g, 0.53 mmol) in methanol (12 mL), a saturated solution of NH4Cl (8 mL) and zinc powder (0.175 g, 2.66 mmol) were added at room temperature and the reaction was stirred at 80° C. for 2 hours. The mixture was allowed to cool to room temperature and then filtered through cotton wool. Water (50 mL) was added and the mixture extracted with EtOAc (2×30 mL). The combined organic extracts were washed with brine (20 mL), dried (Na2SO4) and concentrated under reduced pressure to give the title compound (0.28 g, 89%) which was used without further purification.

1. temperatureto cool to room temperature
2. filtrationfiltered through cotton wool
3. additionWater (50 mL) was added
4. extractionthe mixture extracted with EtOAc (2×30 mL)
5. washThe combined organic extracts were washed with brine (20 mL)
6. dry with materialdried (Na2SO4)
7. concentrationconcentrated under reduced pressure

ORD-Eintrag

ord-ec9807a5e70e40939413169b5e3ea383

Quelldatensatz

uspto-grants-2014_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08716287B2