N-(4-fluoro-2-(1H-1,2,4-triazol-1-yl)benzyl)-6-(benzyloxy)-1-isopropyl-5-oxo-1,2,3,5-tetrahydroimidazo[1,2-a]pyrimidine-7-carboxamide → N-(4-Fluoro-2-(1H-1,2,4-triazol-1-yl)benzyl)-6-hydroxy-1-isopropyl-5-oxo-1,2,3,5-tetrahydroimidazo[1,2-a]pyrimidine-7-carboxamide

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Reaction Steps

Hydrogenolysis of N-(4-fluoro-2-(1H-1,2,4-triazol-1-yl)benzyl)-6-(benzyloxy)-1-isopropyl-5-oxo-1,2,3,5-tetrahydroimidazo[1,2-a]pyrimidine-7-carboxamide (0.200 g, 0.40 mmol) as described for example 1 gave 0.134 g (82% yield) of the title compound white crystals (ethyl acetate). 1HNMR 400 MHz (CDCl3) δ (ppm): 1.27 (6H, d, J=6.5 Hz, 2×CH3), 3.60 (2H, t, J=8.5 Hz, CH2), 4.12 (2H, t, J=8.5 Hz, CH2), 4.25 (1H, m, CH), 4.48 (2H, d, J=6.8 Hz, NCH2), 7.13 (1H, dd, J=2.5 Hz and J=8.4 Hz, aromatic), 7.24 (1H, m, aromatic), 7.69 (1H, dd, J=5.8 Hz and J=8.6 Hz, aromatic), 8.18 (1H, s, CH), 8.46 (1H, s, CH), 8.66 (1H, broad t, NH), 11.41 (1H, broad, OH). HRMS (ESI+) calculated for C19H21FN7O3 [M+H+]: 414.1690. found: 414.1677.

Provenance & Evidence