(S)-2-amino-6-(2-fluoro-5-nitro-phenyl)-3,5,5,6-tetramethyl-5,6-dihydro-3H-pyrimidin-4-one → (S)-2-amino-6-(5-amino-2-fluoro-phenyl)-3,5,5,6-tetramethyl-5,6-dihydro-3H-pyrimidin-4-one

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Reaction Steps

To a solution of (S)-2-amino-6-(2-fluoro-5-nitro-phenyl)-3,5,5,6-tetramethyl-5,6-dihydro-3H-pyrimidin-4-one (0.55 g) in ethanol (25 ml) and triethylamine (0.25 ml) was added Pd/C (10%, 80 mg) and the mixture was hydrogenated at atmospheric pressure for 3 h. The mixture was filtered, the filtrate evaporated and the residue purified by chromatography on silica using ethyl acetate/MeOH (1:1) to give (S)-2-amino-6-(5-amino-2-fluoro-phenyl)-3,5,5,6-tetramethyl-5,6-dihydro-3H-pyrimidin-4-one (0.49 g) as a pale yellow amorphous solid. MS (ESI): m/z=297.2 [M+H]+.

Provenance & Evidence