Identification | Back Directory | [Name]
ETHYL 2-CHLOROPYRIMIDINE-5-CARBOXYLATE | [CAS]
89793-12-4 | [Synonyms]
EOS-60350 ETHYL2-CHLOROPYRIMI 2-chloro-pyriMidine-5-carboxylate Ethyl 2-Chlorpyrimidine-5-carboxylate 2-Chloro-5-(ethoxycarbonyl)pyrimidine ETHYL 2-CHLOROPYRIMIDINE-5-CARBOXYLATE Ethyl 2-chloropyrimidine-5-carboxylate ,97% 2-chloro-pyrimidine-5-carboxylic acid ethyl ester PyriMidin-5-carboxylic acid 2-chloro-, ethyl ester 5-PyriMidinecarboxylic acid, 2-chloro-, ethyl ester 2-Chloro-5-(ethoxycarbonyl)pyrimidine, 2-Chloro-5-(ethoxycarbonyl)-1,3-diazine | [Molecular Formula]
C7H7ClN2O2 | [MDL Number]
MFCD09863164
| [MOL File]
89793-12-4.mol | [Molecular Weight]
186.596 |
Chemical Properties | Back Directory | [Melting point ]
52-60℃ | [Boiling point ]
80℃/760mm | [density ]
1.311±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [solubility ]
soluble in Methanol | [form ]
Solid | [pka]
-3.05±0.22(Predicted) | [color ]
White to Light yellow | [InChI]
InChI=1S/C7H7ClN2O2/c1-2-12-6(11)5-3-9-7(8)10-4-5/h3-4H,2H2,1H3 | [InChIKey]
IEMKQRSOAOPKRJ-UHFFFAOYSA-N | [SMILES]
C1(Cl)=NC=C(C(OCC)=O)C=N1 | [CAS DataBase Reference]
89793-12-4 |
Hazard Information | Back Directory | [Chemical Properties]
White to light yellow liquid | [Uses]
Ethyl 2-Chlorpyrimidine-5-carboxylate is used in the synthesis of Retinoid x receptor agonists (RXR) that are used in the treatment of cancers. | [Synthesis]
A mixture of 1,2-Dihydro-2-oxo-5-pyrimidinecarboxylic acid ethyl ester (3.60 g, 21 mmol), phosphorus oxychloride (25 mL), and N, N-dimethylaniline (2.5 mL) was heated to reflux for 1.5 h. After removal of the solvent, ice water (10 mL) was added to the residue. The mixture was added to 2 N NaOH (90 ml) and extracted with EtOAc. After work, the residue was purified by column chromatography on silica gel (ethyl acetate in petroleum ether, 5 per cent v/v) to give the product Ethyl 2-chloropyrimidine-5-carboxylate (1.20 g, 30 per cent). |
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