Formamide → 1-isopropyl-3-(3-nitrophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one

Participants

Reaction Conditions

Reaction Steps

Compound 27 (1 g, 3.46 mmol) was added to formamide (1.167 mL, 29.3 mmol) and heated to 160° C. for 40 hours. Afterwards, the reaction mixture was allowed to cool to room temperature and diluted into ice cold water. The mixture was filtered and a solid was collected (943 mg, 91% yield): 1H NMR (400 MHz, DMSO) δ 12.37 (s, 1H), 9.32 (s, 1H), 8.81 (d, J=7.8, 1H), 8.23 (d, J=8.1, 1H), 8.13 (s, 1H), 7.75 (t, J=8.0, 1H), 5.06 (hept, J=6.6, 1H), 1.52 (d, J=6.7, 6H); 13C NMR (100 MHz, DMSO) δ 157.77, 152.48, 148.16, 148.06, 143.85, 133.58, 129.95, 123.05, 122.07, 103.02, 49.07, 21.74; [M+H]+ calculated for C14H13N5O3 300.1, found 300.0.

Provenance & Evidence