ETHYL 3-OXO-3-PYRAZIN-2-YL-PROPIONATE Chemical Properties

Melting point:

61.0 to 65.0 °C

Boiling point:

120°C/2mmHg(lit.)

storage temp. 

Store at room temperature

form 

powder to crystal

color 

Light yellow to Yellow to Orange

InChI

1S/C9H10N2O3/c1-2-14-9(13)5-8(12)7-6-10-3-4-11-7/h3-4,6H,2,5H2,1H3

InChIKey

OPBDMDPBJKVMNL-UHFFFAOYSA-N

SMILES

O=C(C1=NC=CN=C1)CC(OCC)=O

Safety Information

Hazard Codes 

Xi

Risk Statements 

36

Safety Statements 

26

WGK Germany 

WGK 3

HS Code 

2933998090

Storage Class

11 - Combustible Solids

Hazard Classifications

Eye Irrit. 2

ETHYL 3-OXO-3-PYRAZIN-2-YL-PROPIONATE Usage And Synthesis

Uses

Ethyl 3-(2-pyrazinyl)-3-oxopropionate is an organic intermediate that can be obtained by reacting methyl pyrazine-2-carboxylate and ethyl formate or by reacting diethyl malonate and pyrazine-2-carbonyl chloride.

Synthesis

In a three-necked flask equipped with a mechanical stirrer, condenser, and dropping funnel, methyl pyrazine-2-carboxylate (10 g, 72.4 mmol, 1 eq.) was dissolved dropwise over 35-40 min. into a stirred 90 mL solution of sodium methanolate (25% MeOH, 27.54 mL, 72.4 mmol, 1 eq.) in toluene in a 115 mL of ethyl formate solution. A yellow precipitate was formed. Stirring was continued at 110??C for 3 hours. The reaction was cooled and the yellow precipitate was filtered and washed with a small amount of toluene. The solid was dissolved in 200 mL of saturated ammonium chloride and 400 mL of EtOAc. The aqueous layer was extracted twice with EtOAc. The combined organic layers were dried over magnesium sulfate, filtered and evaporated to give ethyl 3-(2-pyrazinyl)-3-oxopropanoate. Yellow solid, yield 6.52 g, 50%.

ETHYL 3-OXO-3-PYRAZIN-2-YL-PROPIONATE(62124-77-0)Related Product Information

• 8-OXO-5,8-DIHYDRO-PYRIDO[2,3-B]PYRAZINE-7-CARBOXYLIC ACID ETHYL ESTER
• 2-PYRAZINEPROPANOIC ACID
• ETHYL 3-OXO-3-PYRAZIN-2-YL-PROPIONATE