ChemicalBook--->CAS DataBase List--->6345-43-3

6345-43-3

6345-43-3 Structure

6345-43-3 Structure
IdentificationBack Directory
[Name]

DIMETHYL PYRIMIDINE-4,6-DICARBOXYLATE
[CAS]

6345-43-3
[Synonyms]

DiMethyl 4,6-pyriMidinedicarboxylate
DIMETHYL PYRIMIDINE-4,6-DICARBOXYLATE
4,6-dimethyl pyrimidine-4,6-dicarboxylate
PYRIMIDINE-4,6-DICARBOXYLIC ACID DIMETHYL ESTER
4,6-PyriMidinedicarboxylic acid, 4,6-diMethyl ester
DIMETHYL PYRIMIDINE-4,6-DICARBOXYLATE ISO 9001:2015 REACH
[EINECS(EC#)]

929-172-3
[Molecular Formula]

C8H8N2O4
[MDL Number]

MFCD05864412
[MOL File]

6345-43-3.mol
[Molecular Weight]

196.16
Chemical PropertiesBack Directory
[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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36/37/39
Raw materials And Preparation ProductsBack Directory
[Raw materials]

4,6-Pyrimidine dicarboxylic acid
Hazard InformationBack Directory
[Uses]

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

Methanol

67-56-1

4,6-PYRIMIDINE DICARBOXYLIC ACID

16490-02-1

DIMETHYL PYRIMIDINE-4,6-DICARBOXYLATE

6345-43-3

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
Spectrum DetailBack Directory
[Spectrum Detail]

DIMETHYL PYRIMIDINE-4,6-DICARBOXYLATE(6345-43-3)1HNMR
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