HCID 67063149, compound → HCID 67063098, compound

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Reaction Steps

To a solution of 3-(4-fluoro-3-nitrophenyl)-1-methyl-7-(methylthio)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one (3.0 g, 8.6 mmol) in MeOH (30 mL) was added 10% Pd/C (1.2 g, 1.1 mmol). The resultant mixture was stirred overnight under H2 (30 psi). The mixture was filtered, concentrated in vacuo and purified by silica gel column chromatography to give 3-(3-amino-4-fluorophenyl)-1-methyl-7-(methylthio)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one (1.8 g, 66% yield) as a brown solid. 1H NMR (300 MHz, DMSO-d6): δ 8.21 (s, 1 H), 6.99 (dd, J=6.6, 8.4 Hz, 1 H), 6.70 (dd, J=1.8, 6.0 Hz, 1 H), 6.47 (m, 1 H), 5.21 (br s, 2 H), 4.65 (s, 2 H), 3.26 (s, 3 H), 2.50 (s, 3 H); MS (ESI) m/z: 320.0 (M+H+).

Provenance & Evidence