Ethanol → N-(6-(4-Aminophenoxy)pyrimidin-4-yl)phenylamine

Temperature

80 °C

After suspending N-(6-(4-nitrophenoxy)pyrimidin-4-yl)phenylamine (508 mg, 1.65 mmol), iron powder (461 mg, 8.25 mmol) and ammonium chloride (882 mg, 16.5 mmol) in an ethanol (16 ml)—water (4 ml) mixed solvent, the suspension was heated and stirred at 80° C. for 20 minutes. Upon completion of the reaction, the reaction mixture was filtered with celite and washed in ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, the drying agent was filtered off and the filtrate was distilled off under reduced pressure. The obtained crude product was suspended in ethyl acetate, the suspension was diluted with hexane, and the crystals were filtered out, washed with hexane and then blow-dried to obtain the title compound (387 mg, 1.39 mmol, 84%) as colorless crystals.

1. additionmixed solvent
2. temperaturethe suspension was heated
3. customUpon completion of the reaction
4. filtrationthe reaction mixture was filtered with celite
5. washwashed in ethyl acetate
6. washThe organic layer was washed with saturated brine
7. dry with materialdried over anhydrous magnesium sulfate
8. filtrationthe drying agent was filtered off
9. distillationthe filtrate was distilled off under reduced pressure
10. customThe obtained crude product
11. filtrationthe crystals were filtered out
12. washwashed with hexane
13. customblow-dried

ORD record

ord-5f8dbdc1d7864efbb0997b878080e0ee

Source dataset

uspto-grants-2011_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07973160B2