Diethyl ((5-(3-fluorophenyl)pyridin-2-yl)methyl)phosphonate

Base Information

• Chemical Name: Diethyl ((5-(3-fluorophenyl)pyridin-2-yl)methyl)phosphonate
• CAS No.: 380894-77-9
• Molecular Formula: C16H19FNO3P
• Molecular Weight: 323.304
• European Community (EC) Number: 826-077-8
• Mol file: 380894-77-9.mol

Synonyms:380894-77-9;Diethyl ((5-(3-fluorophenyl)pyridin-2-yl)methyl)phosphonate;Phosphonic acid, [[5-(3-fluorophenyl)-2-pyridinyl]methyl]-, diethyl ester;2-(diethoxyphosphorylmethyl)-5-(3-fluorophenyl)pyridine;diethyl [5-(3-fluorophenyl)pyridin-2-yl]methylphosphonate;diethyl {[5-(3-fluorophenyl)pyridin-2-yl]methyl}phosphonate;C16H19FNO3P;SCHEMBL751371;AMY399;cb72711592;MFCD22376876;AKOS025286290;AC-29302;AS-73032;DB-119036;CS-0151418;F18179;A918818;Diethyl((5-(3-fluorophenyl)pyridin-2-yl)methyl)phosphonate;[[5-(3-Fluorophenyl)-2-pyridinyl]methyl]phosphonic acid diethyl ester

Chemical Property of Diethyl ((5-(3-fluorophenyl)pyridin-2-yl)methyl)phosphonate

Chemical Property:

• Boiling Point: 445.2±45.0 °C(Predicted)
• PKA: 3.44±0.23(Predicted)
• PSA: 58.23000
• Density: 1.191±0.06 g/cm3(Predicted)
• LogP: 4.65380
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 323.10865863
• Heavy Atom Count: 22
• Complexity: 372

Purity/Quality:

98%, ^*data from raw suppliers

P-?[[5-?(3-?Fluorophenyl)?-?2-?pyridinyl]?methyl]?-phosphonicAcidDiethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOP(=O)(CC1=NC=C(C=C1)C2=CC(=CC=C2)F)OCC
• Uses: P-?[[5-?(3-?Fluorophenyl)?-?2-?pyridinyl]?methyl]?-phosphonic Acid Diethyl Ester has potential applications in developing protease activated receptor-?1 (PAR1) antagonists

Technology Process of Diethyl ((5-(3-fluorophenyl)pyridin-2-yl)methyl)phosphonate

There total 9 articles about Diethyl ((5-(3-fluorophenyl)pyridin-2-yl)methyl)phosphonate 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: 90.3%

5-(3-fluorophenyl)-2-chloromethylpyridine + triethyl phosphite (122-52-1) → [5-(3-fluorophenyl)-pyridin-2-ylmethyl]-phosphonic acid diethyl ester (380894-77-9)

Guidance literature:

at 145 ℃; for 3h; Inert atmosphere;

Reference yield: 85.0%

diethyl chlorophosphate (814-49-3) → [5-(3-fluorophenyl)-pyridin-2-ylmethyl]-phosphonic acid diethyl ester (380894-77-9)

Guidance literature:

5-(3-fluorophenyl)-2-methylpyridine; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -80 - -50 ℃; for 0.25h;

diethyl chlorophosphate; In tetrahydrofuran; hexane; at -80 - -50 ℃; for 0.25h;

With ammonium chloride; In tetrahydrofuran; hexane; n-heptane; water; at -35 - 25 ℃; for 0.5h;

Reference yield: 75.0%

[(5-bromo-2-pyridinyl)methyl]-phosphonic acid diethyl ester (380893-73-2) + 3-fluorophenylboronic acid (768-35-4) → [5-(3-fluorophenyl)-pyridin-2-ylmethyl]-phosphonic acid diethyl ester (380894-77-9)

Guidance literature:

With sodium carbonate; 5%-palladium/activated carbon; In 2-methylpropyl acetate; water; at 70 - 80 ℃; for 3h;

upstream raw materials:

[(5-bromo-2-pyridinyl)methyl]-phosphonic acid diethyl ester

3-fluorophenylboronic acid

diethyl chlorophosphate

(6-methylpyridin-3-yl)trifluoromethanesulfonate

Downstream raw materials:

C₂₈H₃₀FNO₄

Refernces

• 1、 -. "Himbacine analogue preparation process for the preparation of intermediates (by machine translation)". Paragraph 0037. . Retrieved 2016/10/07.
• 2、 -. "[6+5] FUSED BICYCLES AS A THROMBIN ANTAGONIST, PROCESS FOR PREPARATION THEREOF AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE BICYCLES". . . Retrieved 2012/01/14.