Diethyl pyridin-3-ylphosphonate

Base Information

• Chemical Name: Diethyl pyridin-3-ylphosphonate
• CAS No.: 53340-10-6
• Molecular Formula: C₉H₁₄NO₃P
• Molecular Weight: 215.189
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID50446459
• Nikkaji Number: J2.665.303G
• Wikidata: Q82265096
• Mol file: 53340-10-6.mol

Synonyms:Diethyl pyridin-3-ylphosphonate;53340-10-6;diethyl 3-pyridylphosphonate;Phosphonic acid,P-3-pyridinyl-, diethyl ester;3-diethylphosphonopyridine;SCHEMBL1243824;DTXSID50446459;PZSLNFUHTFJWSV-UHFFFAOYSA-N;MFCD08276911;SY312207;(3-Pyridinyl)phosphonic acid diethyl ester;J-520304

Chemical Property of Diethyl pyridin-3-ylphosphonate

Chemical Property:

• PSA: 58.23000
• LogP: 1.97300
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 215.07113031
• Heavy Atom Count: 14
• Complexity: 200

Purity/Quality:

99% ^*data from raw suppliers

PYRIDIN-3-YL-PHOSPHONIC ACID DIETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(C1=CN=CC=C1)OCC

Technology Process of Diethyl pyridin-3-ylphosphonate

There total 12 articles about Diethyl pyridin-3-ylphosphonate 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: 94.0%

3-Bromopyridine (626-55-1,163928-56-1) + phosphonic acid diethyl ester (762-04-9) → diethyl pyridin-3-ylphosphonate (53340-10-6)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; triethylamine; In acetonitrile; for 22h; Heating;

DOI:10.1016/j.jorganchem.2008.07.020

Reference yield: 90.0%

pyridin-3-yl sulfurofluoridate + phosphonic acid diethyl ester (762-04-9) → diethyl pyridin-3-ylphosphonate (53340-10-6)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 80 ℃; for 5h; Sealed tube;

DOI:10.1039/d1cc00769f

Reference yield: 87.0%

nicotinic acid (59-67-6) + phosphonic acid diethyl ester (762-04-9) → diethyl pyridin-3-ylphosphonate (53340-10-6)

Guidance literature:

With palladium diacetate; 2,2-dimethylpropanoic anhydride; triethylamine; 1,4-di(diphenylphosphino)-butane; In 1,4-dioxane; at 160 ℃; for 15h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.9b03678

upstream raw materials:

3-Bromopyridine

phosphonic acid diethyl ester

3-iodopyridine

Diethyl phosphonate