Ammonium formate → HCID 136163954, compound

Participants

Reaction Steps

To a solution of 3-(benzyloxy)-2-(4-chloro-5-(4-fluorobenzyl)-1-methyl-1H-imidazol-2-yl)-3-hydroxy-9,9-dimethyl-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one (0.02 g, 0.039 mmol, 1.0 equiv) in EtOH (1 mL) was added ammonium formate (0.04 g, 0.634 mmol, 16 equiv) and 10% Pd/C (0.04 g, 0.376 mmol, 9.6 equiv). After stirring 4 h, LCMS analysis indicated complete conversion to product. The reaction was then filtered through celite and concentrated in vacuo. The crude product was purified by silica gel chromatography (7% MeOH/CH2Cl2) to provide the title compound (0.008 g, 53% yield) as an off-white solid. 1H NMR (400 MHz, CDCl3) δ ppm 7.09-7.19 (m, 2H), 6.97-7.06 (m, J=8.62, 6.48, 2.27 Hz, 2H), 6.90 (s, 1H), 3.99-4.09 (m, 4H), 3.97 (s, 2H), 3.95 (s, 3H), 1.57 (s, 6H); LCMS (ES+, (M+H)+) m/z 385.18.

Provenance & Evidence