ETHYL 3-PYRIDYLACETATE Chemical Properties

Boiling point:

80 °C/0.4 mmHg (lit.)

Density 

1.086 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.500(lit.)

Flash point:

>230 °F

storage temp. 

Inert atmosphere,Room Temperature

solubility 

Chlorofrom (Slightly), Methanol (Slightly)

pka

4.82±0.10(Predicted)

form 

Liquid

color 

Clear colorless to yellow

BRN 

123827

InChI

1S/C9H11NO2/c1-2-12-9(11)6-8-4-3-5-10-7-8/h3-5,7H,2,6H2,1H3

InChIKey

RPWXYCRIAGBAGY-UHFFFAOYSA-N

SMILES

CCOC(=O)Cc1cccnc1

CAS DataBase Reference

39931-77-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

UR8950000

HS Code 

29339900

Storage Class

10 - Combustible liquids

Hazard Classifications

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

ETHYL 3-PYRIDYLACETATE Usage And Synthesis

Uses

Ethyl 3-Pyridylacetate is a reagent in the preparation of piperidinylalkanoic acid derivatives as a potent α4β1 integrin antagonists.

Chemical Properties

clear colorless to yellow liquid

Uses

Ethyl 3-Pyridylacetate is a reagent in the preparation of piperidinylalkanoic acid derivatives as a potent α4β1 integrin antagonists.

Synthesis

General procedure: After evacuation under a standard cycle and backfilling with dry pure nitrogen, palladium catalyst (see Tables 1, 2, 3, and 4 for amounts), ligand (see Tables 1, 2, 3, and 4), N,N-dimethylpyridin-4-amine (DMAP, see Tables 1, 2, 3, and 4), and monoethyl malonate potassium salt (see Tables 1, 2, 3, and 4) were added sequentially to the oven-dried Schlenk tubes fitted with a magnetic stir bar. and Table 4), and monoethyl malonate potassium salt (see Tables 1, 2, 3, and 4 for amounts). Subsequently, the Schlenk tubes were evacuated and backfilled with argon, and this process was repeated three times. Under argon protection, 3-bromopyridine (see Tables 1, 2, 3, and 4 for amounts) and solvent (see Tables 1, 2, 3, and 4 for types and amounts) were added via syringe. The Schlenk tube was sealed and stirred for 10 minutes at room temperature. After that, the Schlenk tube was connected to an argon-filled Schlenk line and placed in an oil bath preheated to 140-150°C and the reaction was stirred for 20-25 hours. After completion of the reaction, the reaction mixture was cooled to room temperature, diluted with ether and the yield of ethyl 3-pyridylacetate was determined by gas chromatography using 1,3-dimethoxybenzene as an internal standard.

References

[1] Tetrahedron, 2012, vol. 68, # 9, p. 2113 - 2120

ETHYL 3-PYRIDYLACETATE(39931-77-6)Related Product Information

• PYRIDIN-2-YLMETHYL-(TETRAHYDRO-PYRAN-4-YL)-AMINE
• PYRIDIN-3-YLMETHYL-(TETRAHYDRO-PYRAN-4-YL)-AMINE
• Pyridine,3-hydrazinyl-,hydrochloride (1:2)
• tert-Butyl 2-aMino-2-(pyridin-3-yl)acetate
• Pyridin-3-ylmethyl-(tetrahydro-pyran-4-yl)-amine dihydrochloride
• Pyridin-4-yl-glycine tert-butyl ester dihydrochloride
• Pyridin-3-yl-glycine tert-butyl ester dihydrochloride
• 4-Hydrazinopyridine Dihydrochloride(WX684229)
• Pyridin-2-yl-glycine tert-butyl ester dihydrochloride
• ETHYL 3-PYRIDYLACETATE
• (2-CHLORO-PYRIDIN-3-YL)-OXO-ACETIC ACID ETHYL ESTER
• (6-CHLORO-PYRIDIN-3-YL)-OXO-ACETIC ACID ETHYL ESTER
• Ethyl acetate
• 3-Pyridylacetic acid
• ETHYL 4-PYRIDYLACETATE,Ethyl4-pyridylacetate,98%
• ETHYL 2-PYRIDYLACETATE,Ethyl2-pyridylacetate,98%
• RARECHEM AK ML 0009
• 2-CHLOROPYRIDINE-5-ACETIC ACID ETHYL ESTER