HCID 59646781, compound → HCID 54735192, compound

Participants

Reaction Steps

A solution of 3-(benzyloxy)-9,9-dimethyl-N-((2-methylthiazol-5-yl)methyl)-4-oxo-4,6,7,9-tetrahydropyrimido[2,1-c][1,4]oxazine-2-carboxamide (0.210 g, 0.477 mmol) in a mixture of ethyl acetate (200 ml) and ethanol (50 ml) at 25° C. was hydrogenated over 10% palladium on activated carbon (0.25 g) and under one atmosphere of hydrogen for two hours to give 0.154 g (92% yield) of the title compound as white crystals; mp 245° C. (ethanol). 1HNMR 400 MHz (CDCl3) δ (ppm): 1.60 (6H, s, 2×CH3), 2.71 (3H, s, CH3), 4.04 (4H, s, 2×CH2), 4.76 (2H, d, J=6.1 Hz, NCH2), 7.57 (1H, s, CH), 7.82 (1H, broad t, NH), 11.83 (1H, s, OH). Anal. Calcd for C15H18N4O4S: C 51.41; H, 5.17; N, 15.99; Found: C, 51.47; H, 5.29; N, 15.76.

Provenance & Evidence