3-Benzyloxycarbonylamino 6-methyl-1-(tert-butoxycarbonylmethyl)-2-pyridinone → 3-Amino-6-methyl-1-(tert-butoxycarbonylmethyl)-2-pyridinone

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Reaction Steps

To tert-butyl 2-[3-{[(benzyloxy)carbonyl]amino}-6-methyl-2-oxo-1(2H)-pyridinyl]acetate (6.19 g, 16.6 mmol) in the reactor a mixture of 4:1 ethanol/water (77 mL) was added and degassed with argon for several minutes. During degassing Pd(OH)2 (0.613 g) was added and subjected to catalytic hydrogenation in the reactor containing a hydrogenating agent under the conditions: p(H2)=100 psi, t=2 h. The reaction mixture was filtered through Celite and the solvent evaporated under reduced pressure. To obtain a solid ethanol was added to the resulting material several times and the azeotropic mixture with water was distilled under reduced pressure to give 3.18 g (13.4 mmol) of a grey compound.

Provenance & Evidence