Hydrochloric Acid → 3-amino-5-(1-isopropyl-7-(methylthio)-2-oxo-1,2-dihydropyrimido[4,5-d]pyrimidin-3(4H)-yl)benzonitrile

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Reaction Steps

3-(1-Isopropyl-7-(methylthio)-2-oxo-1,2-dihydropyrimido[4,5-d]pyrimidin-3(4H)-yl)-5-nitrobenzonitrile (1.2 g, 3.13 mmol), iron powder (1.75 g, 31 mmol) and conc HCl (0.5 ml, 6 mmol) were combined in methanol (100 mL) by the procedure of Example A10, step 4, to provide 3-amino-5-(1-isopropyl-7-(methylthio)-2-oxo-1,2-dihydropyrimido[4,5-d]pyrimidin-3(4H)-yl)benzonitrile (280 mg, 25% yield). 1H NMR (400 MHz, DMSO-d6): δ 8.27 (s, 1 H), 6.89 (m, 1 H), 6.86 (d, J=2.0 Hz, 1 H), 6.76 (t, J=2.0 Hz, 1 H), 5.73 (d, J=2.8 Hz, 2 H), 4.98 (m, 1 H), 4.68 (s, 2 H), 2.51 (s, 3 H), 1.48 (d, J=6.8 Hz, 6 H); MS (ESI) m/z: 355.1 [M+H]+.

Provenance & Evidence