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3-ethyl-1-methyl-1H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione (III)

JA Jubilee Ajiboye
JT José E Teixeira
MG Makafui Gasonoo
EM Ethan B Mattice
BK Bethany Korwin-Mihavics
PM Peter Miller
AC Alexandra C Cameron
ES Erin Stebbins
SC Scott D Campbell
DG David W Griggs
TS Thomas Spangenberg
MM Marvin J Meyers
CH Christopher D Huston
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Urea (6.35 g, 106 mmol) and 5-amino-3-ethyl-1-methyl-1H-pyrazole-4-carboxamide (II, 2.60 g, 15.5 mmol) were weighed into a round bottom flask. The flask was heated to 200 °C for 2 h. The reaction was cooled to room temperature and 2 M NaOH solution was added to the flask. The resulting solution was acidified with conc. HCl to pH 5 and the solids formed were filtered off. The solids were dried overnight and purified via column chromatography (0 to 20% MeOH/EtOAc) to afford the desired product in 74% yield (2.23 g, 11.5 mmol). 1H NMR (400 MHz, DMSO-d6): δ ppm 1.19 (t, J = 7.6 Hz, 3H), 2.69 (q, J = 7.6 Hz, 2H), 3.68 (s, 3H), 10.07 (s, 1H), 11.84 (s, 1H). LC-MS m/z (M + H)+ Calcd for C8H10N4O2 195; found 195.

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