ETHYL 3-PYRIDYLACETATE

Base Information

• Chemical Name: ETHYL 3-PYRIDYLACETATE
• CAS No.: 39931-77-6
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.192
• Hs Code.: 29339900
• European Community (EC) Number: 254-707-6
• NSC Number: 76091
• UNII: EA77BEX7VQ
• DSSTox Substance ID: DTXSID50192984
• Nikkaji Number: J3.816D
• Wikidata: Q72477099
• Mol file: 39931-77-6.mol

Synonyms:2-(Pyridin-3-yl)aceticacid ethyl ester;Ethyl 2-(3-pyridoyl)acetate;Ethyl 2-(pyridin-3-yl)acetate;NSC76091;Pyridin-3-ylacetic acid ethyl ester;

Chemical Property of ETHYL 3-PYRIDYLACETATE

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 0.00542mmHg at 25°C
• Refractive Index: n20/D 1.500(lit.)
• Boiling Point: 274.4 °C at 760 mmHg
• PKA: 4.82±0.10(Predicted)
• Flash Point: 105.6 °C
• PSA: 39.19000
• Density: 1.087 g/cm³
• LogP: 1.18720
• Storage Temp.: Store below +30°C.
• Solubility.: Chlorofrom (Slightly), Methanol (Slightly)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 148

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 3-Pyridylacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)CC1=CN=CC=C1
• Uses: Ethyl 3-Pyridylacetate is a reagent in the preparation of piperidinylalkanoic acid derivatives as a potent α4β1 integrin antagonists.

Technology Process of ETHYL 3-PYRIDYLACETATE

There total 20 articles about ETHYL 3-PYRIDYLACETATE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

ethanol (64-17-5) + 3-pyridineacetic acid hydrochloride (6419-36-9) → pyridin-3-yl-acetic acid ethyl ester (39931-77-6)

Guidance literature:

ethanol; 3-pyridineacetic acid hydrochloride; With thionyl chloride; at 0 ℃; for 16.25h; Reflux;

With sodium carbonate; In water;

DOI:10.1080/00397911.2010.536293

Reference yield: 88.0%

3-iodopyridine (1120-90-7) + ethyl potassium malonate (6148-64-7) → pyridin-3-yl-acetic acid ethyl ester (39931-77-6)

Guidance literature:

With magnesium chloride; copper(I) bromide; In ethanol; at 100 ℃; for 4h;

DOI:10.1002/jlcr.1289

Reference yield: 88.0%

3-Chloropyridine (626-60-8) + ethyl potassium malonate (6148-64-7) → pyridin-3-yl-acetic acid ethyl ester (39931-77-6)

Guidance literature:

With bis(η3-allyl-μ-chloropalladium(II)); ruphos; In 1,3,5-trimethyl-benzene; at 20 - 140 ℃; for 20.1667h; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201006763

upstream raw materials:

3-iodopyridine

bromo(2-ethoxy-2-oxoethyl)zinc

formaldehyd

diethyl 2-oxo-3-pyridylsuccinate sodium salt

Downstream raw materials:

N-methyl-2-pyridin-3-yl-acetamide

3-(2-hydroxyethyl)piperidine

pyridyl-3-yl-acetic acid

2-(pyridin-3-yl)acetamide

Refernces

• 1、 Rüger, Nicole,Roatsch, Martin,Emmrich, Thomas,Franz, Henriette,Schüle, Roland,Jung, Manfred,Link, Andreas. "Tetrazolylhydrazides as selective fragment-like inhibitors of the JumonjiC-domain-containing histone demethylase KDM4A". . p. 1875 - 1883. Retrieved 2015/11/10.
• 2、 Ke, Jie,He, Chuan,Liu, Huiying,Xu, Huan,Lei, Aiwen. "Alcohol assisted C-C bond breaking: Copper-catalyzed deacetylative α-arylation of β-keto esters and amides". supporting information. p. 6767 - 6769. Retrieved 2013/07/26.