PYRIDO[3,4-D]PYRIMIDINE-2,4(1H,3H)-DIONE Chemical Properties

Melting point:

>320 °C

Density 

1.424±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

9.01±0.20(Predicted)

Appearance

Off-white to gray Solid

Safety Information

HS Code 

2933998090

PYRIDO[3,4-D]PYRIMIDINE-2,4(1H,3H)-DIONE Usage And Synthesis

Synthesis

To a solution of 3-aminopyridine-4-carboxamide (5 g, 36.5 mmol) in tetrahydrofuran (THF, 100 mL) was sequentially added triphosgene (11.9 g, 40.1 mmol) and triethylamine (TEA, 7.4 g, 73 mmol). The reaction mixture was heated to reflux for 2 hours. After completion of the reaction, the solution was concentrated under reduced pressure and the residue was ground with an appropriate amount of water. The solid product was collected by filtration and washed sequentially with water and THF. The solid was dried to give pyrido[3,4-d]pyrimidine-2,4(1H,3H)-dione 4.1 g in 70% yield. The structure of the product was confirmed by 1H NMR (400 MHz, DMSO-d6): δ 11.62 (s, 1H), 11.58 (s, 1H), 8.66 (s, 1H), 8.40 (d, 1H, J = 5.2 Hz), 7.80 (d, 1H, J = 5.2 Hz).

References

[1] Patent: WO2014/151106, 2014, A1. Location in patent: Paragraph 00108
[2] Patent: WO2016/44429, 2016, A1. Location in patent: Paragraph 00154; 00155

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