4-Fluorobenzylamine → n-(4-Fluorobenzyl)-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-fluorobenzylamine (0.11 g, 0.87 mmol) as described in the preparation of example 1 gave 0.040 g (60% yield) of the title amide as white crystals. 1HNMR 400 MHz (DMSO-d6) δ (ppm): 3.15 (3H, s, NCH3), 4.49 (2H, s, CH2), 4.5 (2H, d, J=6.5 Hz, CH2), 7.18 (2H, m, aromatics), 7.38 (2H, m, aromatics), 9.49 (1H, broad t, NH), 12.28 (1H, s, OH). MS (ESI+) m/z 333 [M+H+].

Provenance & Evidence