3-Acetylpyridine N-oxide

Base Information

• Chemical Name: 3-Acetylpyridine N-oxide
• CAS No.: 14188-94-4
• Molecular Formula: C7H7NO2
• Molecular Weight: 137.138
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID60161843
• Nikkaji Number: J409.357G
• Wikidata: Q83030295
• Mol file: 14188-94-4.mol

Synonyms:3-acetylpyridine 1-oxide;3-acetylpyridine N-oxide

Chemical Property of 3-Acetylpyridine N-oxide

Chemical Property:

• Vapor Pressure: 5.44E-05mmHg at 25°C
• Melting Point: 144.0 to 148.0 °C
• Refractive Index: 1.535
• Boiling Point: 347.3 °C at 760 mmHg
• Flash Point: 163.8 °C
• PSA: 42.53000
• Density: 1.13 g/cm³
• LogP: 1.31770
• Solubility.: Chloroform, Methanol
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 137.047678466
• Heavy Atom Count: 10
• Complexity: 136

Purity/Quality:

97% ^*data from raw suppliers

3-Acetylpyridine N-Oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C[N+](=CC=C1)[O-]
• Uses: 3-Acetylpyridine N-Oxide is an intermediate in synthesizing Nilotinib N-Oxide (N465310), which is a metabolite of Nilotinib (N465300).

Technology Process of 3-Acetylpyridine N-oxide

There total 5 articles about 3-Acetylpyridine N-oxide 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: 100.0%

methyl-3-pyridylketone (350-03-8) → 3-acetylpyridine N-oxide (14188-94-4)

Guidance literature:

With dihydrogen peroxide; methyltrioxorhenium(VII); In dichloromethane; water; at 15 ℃; for 5h;

Reference yield: 1.0%

methyl-3-pyridylketone (350-03-8) → 3-acetylpyridine N-oxide (14188-94-4) + (S)-3-(1-hydroxyethyl)pyridine (5096-11-7)

Guidance literature:

With (S)-2-[3]pyridyl-pyrrolidine-1-carboxylic acid amide; sodium phosphate buffer; α-D-glucose 6-phosphate; NADP; magnesium chloride; In water; at 37 ℃; for 1h; biotransformation with phenobarbital-pretreated rat-liver (S-9);

DOI:10.3987/COM-95-S92

Reference yield:

3-ethylpyridine N-oxide (14906-62-8) → 3-acetylpyridine N-oxide (14188-94-4)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; acetic acid;

upstream raw materials:

methyl-3-pyridylketone

3-ethylpyridine N-oxide

sulfuric acid

acetic acid

Downstream raw materials:

3-acetyl-1-(p-nitrophenoxy)pyridinium tetrafluoroborate

methyl-3-pyridylketone

3-acetyl-2-chloropyridine

1-(2-benzyl-pyridin-3-yl)-ethanone

Refernces

• 1、 Roudesly, Fares,Veiros, Luis F.,Oble, Julie,Poli, Giovanni. "Pd-Catalyzed Direct C-H Alkenylation and Allylation of Azine N -Oxides". supporting information. p. 2346 - 2350. Retrieved 2018/04/30.
• 2、 Harisha, Mysore Bhyrappa,Nagaraj, Muthupandi,Muthusubramanian, Shanmugam,Bhuvanesh, Nattamai. "Base free regioselective synthesis of α-triazolylazine derivatives". . p. 58118 - 58124. Retrieved 2016/07/06.