4-Oxo-4-(pyridin-3-yl)butanoic acid

Base Information

• Chemical Name: 4-Oxo-4-(pyridin-3-yl)butanoic acid
• CAS No.: 4192-31-8
• Molecular Formula: C9H9NO3
• Molecular Weight: 179.175
• Hs Code.: 2933399090
• European Community (EC) Number: 675-338-0
• UNII: 8Y4EX5XJ5B
• DSSTox Substance ID: DTXSID60863335
• Nikkaji Number: J458.698K
• Wikidata: Q27135538
• Metabolomics Workbench ID: 37535
• ChEMBL ID: CHEMBL3544790
• Mol file: 4192-31-8.mol

Synonyms:4-OPC4A;4-oxo-4-(3-pyridyl)butanoic acid;4-oxo-4-(3-pyridyl)butyric acid

Chemical Property of 4-Oxo-4-(pyridin-3-yl)butanoic acid

Chemical Property:

• Melting Point: 129-130oC
• Boiling Point: 405.7°Cat760mmHg
• Flash Point: 199.2°C
• PSA: 67.26000
• Density: 1.263g/cm³
• LogP: 1.93110
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO, Methanol
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 179.058243149
• Heavy Atom Count: 13
• Complexity: 203

Purity/Quality:

97% ^*data from raw suppliers

γ-Oxo-3-pyridinebutyricAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CN=C1)C(=O)CCC(=O)O
• Uses: A metabloite of NNK (Cat. # M325750) A metabolite of NNK (M325750). γ-Oxo-3-pyridinebutyric Acid (cas# 4192-31-8) is a compound useful in organic synthesis.

Technology Process of 4-Oxo-4-(pyridin-3-yl)butanoic acid

There total 13 articles about 4-Oxo-4-(pyridin-3-yl)butanoic acid 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: 98.0%

diethyl 3-pyridylcarbonylsuccinate (54109-95-4) → 4-oxo-4-(pyridin-3-yl)butanoic acid (4192-31-8)

Guidance literature:

With sulfuric acid; water; for 3h; Heating / reflux;

Reference yield: 97.9%

methyl 3-pyridinecarboxylate (93-60-7) + di-tert-Butyl succinate (926-26-1) → 4-oxo-4-(pyridin-3-yl)butanoic acid (4192-31-8)

Guidance literature:

methyl 3-pyridinecarboxylate; di-tert-Butyl succinate; With potassium tert-butylate; In tetrahydrofuran; at 60 - 85 ℃; for 4.5h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; for 2.5h; pH=1; Temperature; Reflux; Inert atmosphere;

Reference yield: 69.0%

methyl 4-oxo-4-(pyridin-3-yl)butyrate (61192-47-0) → 4-oxo-4-(pyridin-3-yl)butanoic acid (4192-31-8)

Guidance literature:

With water; sodium hydroxide; at 20 ℃; for 3h;

DOI:10.1021/acs.chemrestox.6b00384

upstream raw materials:

3-Bromoacetylpyridine

sodium diethylmalonate

diethyl 3-pyridylcarbonylsuccinate

methyl-3-pyridylketone

Downstream raw materials:

ethyl 4-oxo-4-(pyridin-3-yl)butanoate

5-(pyridin-3-yl)pyrrolidin-2-one

5‐(3‐pyridyl)tetrahydrofuran‐2‐one

γ-<(2-nitrophenyl)hydrazono>-3-pyridylbutanoic acid