3-(4-Methoxybenzoyl)pyridine

Base Information

• Chemical Name: 3-(4-Methoxybenzoyl)pyridine
• CAS No.: 23826-71-3
• Molecular Formula: C13H11 N O2
• Molecular Weight: 213.236
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID60178532
• Nikkaji Number: J41.567G
• Wikidata: Q83048964
• Mol file: 23826-71-3.mol

Synonyms:3-(4-Methoxybenzoyl)pyridine;23826-71-3;(4-Methoxyphenyl)(pyridin-3-yl)methanone;p-Anisyl 3-pyridyl ketone;(4-methoxyphenyl)-pyridin-3-ylmethanone;p-Methoxyphenyl 3-pyridyl ketone;Ketone, p-anisyl 3-pyridyl;KETONE, (p-METHOXYPHENYL) 3-PYRIDYL;Pyridine, 3-(4-methoxybenzoyl)-;BRN 0153949;SCHEMBL9520820;DTXSID60178532;Ketone, p-methoxyphenyl 3-pyridyl;LS-87278;Methanone, (4-methoxyphenyl)-3-pyridinyl-;FT-0754285

Chemical Property of 3-(4-Methoxybenzoyl)pyridine

Chemical Property:

• Vapor Pressure: 1.27E-05mmHg at 25°C
• Melting Point: 99-99.5 °C
• Refractive Index: 1.5700 (estimate)
• Boiling Point: 368.5°Cat760mmHg
• PKA: 3.06±0.10(Predicted)
• Flash Point: 176.6°C
• PSA: 39.19000
• Density: 1.154g/cm³
• LogP: 2.32120
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 213.078978594
• Heavy Atom Count: 16
• Complexity: 234

Purity/Quality:

99% ^*data from raw suppliers

3-(4-Methoxybenzoyl)pyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(=O)C2=CN=CC=C2

Technology Process of 3-(4-Methoxybenzoyl)pyridine

There total 13 articles about 3-(4-Methoxybenzoyl)pyridine 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: 88.0%

3-iodopyridine (1120-90-7) + carbon monoxide (201230-82-2) + 4-methoxyphenylboronic acid (929521-24-4) → 3-(4-methoxybenzoyl)pyridine (23826-71-3)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; In methoxybenzene; at 100 ℃; for 20h; under 760.051 Torr; chemoselective reaction;

DOI:10.1002/ejoc.201001685

Reference yield: 84.0%

3-iodopyridine (1120-90-7) + carbon monoxide (201230-82-2) + 4-methoxyphenylboronic acid (5720-07-0) → 3-(4-methoxybenzoyl)pyridine (23826-71-3)

Guidance literature:

3-iodopyridine; 4-methoxyphenylboronic acid; With palladium bis(2,2,6,6-tetramethyl-3,5-heptanedione); potassium carbonate; In toluene; for 0.166667h;

carbon monoxide; In toluene; at 100 ℃; for 10h; under 10343.2 Torr;

DOI:10.1002/ejoc.200900219

Reference yield: 80.0%

1-(4-methoxyphenyl)-2-(pyridin-3-yl)-ethanone (52700-25-1) → 3-(4-methoxybenzoyl)pyridine (23826-71-3)

Guidance literature:

With oxygen; copper(II) oxide; silver(l) oxide; sodium t-butanolate; In N,N-dimethyl-formamide; at 20 - 150 ℃; chemoselective reaction; Schlenk technique;

DOI:10.1021/acs.joc.5b02506

upstream raw materials:

3-pyridinecarbonyl chloride

methoxybenzene

pyridine-3-carbonitrile

1-bromo-4-methoxy-benzene

Downstream raw materials:

bis-(4-methoxy-phenyl)-pyridin-3-yl-methanol

1-(4-Methoxyphenyl)-1-(3-pyridyl)-2-propen-1-ol

α-(4-Methoxy-phenyl)-α-trichlormethyl-3-pyridinmethanol

5-(4-Methoxybenzoyl)-2-pyridincarboxamid

Refernces

• 1、 Wang, Xing,Chen, Rui-Xi,Wei, Zeng-Feng,Zhang, Chen-Yang,Tu, Hai-Yang,Zhang, Ai-Dong. "Chemoselective Transformation of Diarylethanones to Arylmethanoic Acids and Diarylmethanones and Mechanistic Insights". . p. 238 - 249. Retrieved 2016/01/15.
• 2、 -. "METHYLENE LINKED QUINOLINYL MODULATORS OF RORyt". Paragraph 0483; 0484; 0507; 0508. . Retrieved 2014/05/07.