HCID 66551175, compound → HCID 68291086, compound

Participants

Reaction Steps

Activated Raney nickel (a portion of spatula) was added to a suspension of 6-(4-fluoro-phenyl)-2-m-tolyloxymethyl-6H-imidazo[1,2-c]pyrimidin-5-one (70 mg, 0.2 mmol) in MeOH (20 mL). The mixture was hydrogenated at RT under H2 atmosphere for 3 days. The mixture was filtered through a pad of diatomaceous earth and the solvents were evaporated in vacuo. The crude product was purified by flash column chromatography (silica; AcOEt in DCM with a gradient of 50/50 to 75/25). The desired fractions were collected and the solvents evaporated in vacuo to yield 6-(4-fluoro-phenyl)-2-m-tolyloxymethyl-7,8-dihydro-6H-imidazo[1,2-c]pyrimidin-5-one (34 mg, 48% yield). 1H NMR (500 MHz, CDCl3) δ ppm 2.33 (s, 3H), 3.29 (t, J=6.6 Hz, 2H), 4.00 (t, J=6.6 Hz, 2H), 5.01 (s, 2H), 6.76-6.88 (m, 3H), 7.09-7.21 (m, 3H), 7.28-7.36 (m, 2H), 7.56 (s, 1H).

Provenance & Evidence