(4-Fluoro-3-methylphenyl)methanamine → n-(4-Fluoro-3-methylbenzyl)-6-hydroxy-1-methyl-2,5-dioxo-1,2,3,5-tetrahydroimidazo[1,2-a]pyrimidine-7-carboxamide

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Reaction Steps

Reaction of intermediate 13, ethyl 6-hydroxy-1-methyl-2,5-dioxo-1,2,3,5-tetrahydroimidazo[1,2-a]pyrimidine-7-carboxylate (0.050 g, 0.197 mmol) with 4-fluoro-3-methylbenzylamine (0.10 g, 0.72 mmol) as described in the preparation of example 1 gave 0.042 g (61% yield) of the title amide as a white solid. 1HNMR 400 MHz (DMSO-d6) δ (ppm): 2.21 (3H, d, J=1.5 Hz, CH3), 3.15 (3H, s, NCH3), 4.45 (2H, d, J=6.6 Hz, NCH2), 4.48 (2H, s, CH2), 7.05–7.25 (3H, m, aromatics), 9.45 (1H, broad t, NH), 12.29 (1H, s, OH). MS (ESI+) m/z 347 [M+H+].

Provenance & Evidence