DIMETHYL PYRIMIDINE-4,6-DICARBOXYLATE Chemical Properties

Melting point:

78-79°C

Boiling point:

305.7±22.0 °C(Predicted)

Density 

1.293±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

-3.53±0.17(Predicted)

Appearance

White to off-white Solid

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

DIMETHYL PYRIMIDINE-4,6-DICARBOXYLATE Usage And Synthesis

Uses

Dimethyl 4,6-Pyrimidinedicarboxylate is a compound involved in the preparation of radiolabeled selective matrix metalloproteinase 13 (MMP-13) inhibitors.

Synthesis

The general procedure for the synthesis of dimethyl pyrimidine-4,6-dicarboxylate from methanol and pyrimidine-4,6-dicarboxylic acid was as follows: 10 g (0.059 mol) of pyrimidine-4,6-dicarboxylic acid was suspended in 1.4 L of methanol, followed by the addition of 10.93 mL (0.356 mol) of concentrated hydrochloric acid. The reaction mixture was stirred at reflux for 3 hours at 65 °C. Upon completion of the reaction, the reaction mixture was concentrated under reduced pressure and the residue was redissolved in methanol. After filtration of the mixture, the filtrate was concentrated to afford the product dimethyl pyrimidine-4,6-dicarboxylate in a yield of 11.02 g (94.4% yield). Mass spectrometry (ES+) analysis showed m/e = 197.20.

References

[1] Patent: US2003/229103, 2003, A1. Location in patent: Page 9
[2] Journal of Medicinal Chemistry, 2008, vol. 51, # 22, p. 7053 - 7056
[3] Patent: WO2010/43866, 2010, A2. Location in patent: Page/Page column 77
[4] Journal of Medicinal Chemistry, 2017, vol. 60, # 1, p. 307 - 321

DIMETHYL PYRIMIDINE-4,6-DICARBOXYLATE(6345-43-3)Related Product Information

• 4,6-PYRIMIDINE DICARBOXYLIC ACID
• PYRIMIDINE-4-CARBOXALDEHYDE
• Pyrimidine-5-boronic acid pinacol ester
• 4,6-Pyrimidinedicarbonitrile (9CI)
• 2,3-furandicarboxylic acid dimethyl ester
• Biphenyl dimethyl dicarboxylate
• DIMETHYL PYRIMIDINE-4,6-DICARBOXYLATE