HCID 86629442, compound → HCID 67063014, compound

Participants

Reaction Steps

1-Ethyl-3-(4-fluoro-2-methyl-5-nitrophenyl)-7-(methoxy(methyl)amino)-3,4-dihydropyrido[4,3-d]pyrimidin-2(1H)-one (3.2 g, 8.2 mmol) and Pd/C (0.3 g) were combined in MeOH (60 ml) and subjected to hydrogen (45 psi) at 50° C. overnight. The reaction mixture was filtered, concentrated in vacuo and purified by column chromatography to give 3-(5-amino-4-fluoro-2-methylphenyl)-1-ethyl-7-(methylamino)-3,4-dihydropyrido[4,3-d]pyrimidin-2(1H)-one (2.1 g, 78% yield). 1H NMR (400 MHz, DMSO-d6): δ 7.71 (s, 1 H), 6.88 (d, J=12.0 Hz, 1 H), 6.64 (d, J=8.4 Hz, 1 H), 6.38 (m, 1 H), 5.99 (s, 1 H), 5.01 (s, 2 H), 4.51 (d, J=13.6 Hz, 1 H), 4.29 (d, J=13.6 Hz, 1 H), 3.76 (m, 2 H), 2.75 (d, J=4.8 Hz, 3 H), 1.91 (s, 3 H), 1.14 (t, J=7.2 Hz, 3 H); MS (ESI) m/z: 330.2 [M+H]+.

Provenance & Evidence