4-Butyrylpyridine

Base Information

• Chemical Name: 4-Butyrylpyridine
• CAS No.: 1701-71-9
• Molecular Formula: C₉H₁₁NO
• Molecular Weight: 149.192
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID60168796
• Nikkaji Number: J42.722E
• Wikidata: Q83038413
• ChEMBL ID: CHEMBL2253150
• Mol file: 1701-71-9.mol

Synonyms:1-(pyridin-4-yl)butan-1-one;4-Butyrylpyridine;1701-71-9;Propyl 4-pyridyl ketone;1-pyridin-4-ylbutan-1-one;Pyridine, 4-butyryl-;Ketone, propyl 4-pyridyl;1-(4-Pyridyl)-1-butanone;1-BUTANONE, 1-(4-PYRIDYL)-;1-Butanone, 1-(4-pyridinyl)-;BRN 0117155;5-21-07-00437 (Beilstein Handbook Reference);n-propyl 4-pyridyl ketone;1-(4-Pyridinyl)-1-butanone;SCHEMBL4952700;CHEMBL2253150;DTXSID60168796;MFCD01656361;AKOS010014807;DS-6980;LS-46871;CS-0196852;O10325

Chemical Property of 4-Butyrylpyridine

Chemical Property:

• Vapor Pressure: 0.0265mmHg at 25°C
• Refractive Index: 1.5760 (estimate)
• Boiling Point: 246.9°C at 760 mmHg
• PKA: 3.21±0.10(Predicted)
• Flash Point: 109.4°C
• PSA: 29.96000
• Density: 1.013g/cm³
• LogP: 2.06440
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 149.084063974
• Heavy Atom Count: 11
• Complexity: 128

Purity/Quality:

99% ^*data from raw suppliers

1-(Pyridin-4-yl)butan-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)C1=CC=NC=C1
• Uses: 1-(Pyridin-4-yl)butan-1-one is an intermediate in the synthesis of SB 202474 (S154615). SB 202474 is structurally similar to SB 202190 (S154495) and SB 203580 (S154600), which are p38 MAP kinase inhibitors. SB 202747 can be employed in p38 inhibition research.

Technology Process of 4-Butyrylpyridine

There total 9 articles about 4-Butyrylpyridine 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%

1-(pyridin-4-yl)butan-1-ol (18085-89-7) → 4-butanoylpyridine (1701-71-9)

Guidance literature:

With tert.-butylhydroperoxide; tetrabutyl-ammonium chloride; sodium carbonate; copper dichloride; 2,2′‐biquinoline‐4,4′‐dicarboxylic acid dipotassium salt; In water; at 20 ℃; for 24h;

DOI:10.1016/j.tetlet.2006.01.061

Reference yield: 85.0%

pyridine-4-carbaldehyde (872-85-5) + 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (72824-04-5) → 4-butanoylpyridine (1701-71-9)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; potassium hydrogen difluoride; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In methanol; toluene; at 70 ℃; for 15h; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1002/chem.202103851

Reference yield:

pyridine-4-carbaldehyde (872-85-5) + 1-Nitropropane (108-03-2) → 4-butanoylpyridine (1701-71-9)

Guidance literature:

With ammonium acetate; In acetic acid; for 2h; under 760 Torr; Heating;

DOI:10.1007/BF00965433

upstream raw materials:

pyridine-4-carbaldehyde

1-Nitropropane

pyridine-4-carbonitrile

n-propylmagnesium bromide

Downstream raw materials:

4-aminomethyl-N-[1-(4-butyl-pyridin-2-yl)-2-cyclohexyl-ethyl]-benzamide

5-Amino-pentanoic acid [(S)-1-(4-butyl-pyridin-2-yl)-2-cyclohexyl-ethyl]-amide

Refernces

• 1、 Zhang, Kezhuo,Huang, Jiaxin,Zhao, Wanxiang. "Rh-Catalyzed Coupling of Aldehydes with Allylboronates Enables Facile Access to Ketones". supporting information. . Retrieved 2022/02/21.
• 2、 Boudreau, Josée,Doucette, Mike,Ajjou, Abdelaziz Nait. "A new and highly efficient water-soluble copper complex for the oxidation of secondary 1-heteroaryl alcohols by tert-butyl hydroperoxide". . p. 1695 - 1698. Retrieved 2007/10/03.