Ethyl 2-chloropyrimidine-5-carboxylate

CAS NO.：89793-12-4
Empirical Formula: C7H7ClN2O2
Molecular Weight: 186.6
MDL number: MFCD09863164
SAFETY DATA SHEET (SDS)
Update Date: 2024-07-02 09:57:38

What is Ethyl 2-chloropyrimidine-5-carboxylate?

Chemical properties

White to light yellow liquid

The Uses of Ethyl 2-chloropyrimidine-5-carboxylate

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).

Properties of Ethyl 2-chloropyrimidine-5-carboxylate

Melting point:	52-60℃
Boiling point:	80℃/760mm
Density	1.311±0.06 g/cm3(Predicted)
storage temp.	under inert gas (nitrogen or Argon) at 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
CAS DataBase Reference	89793-12-4

Safety information for Ethyl 2-chloropyrimidine-5-carboxylate

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up.