4-Oxo-4-(2-pyridyl)butyric acid

Base Information

• Chemical Name: 4-Oxo-4-(2-pyridyl)butyric acid
• CAS No.: 5768-27-4
• Molecular Formula: C9H9NO3
• Molecular Weight: 179.17
• Hs Code.: 2933399090
• European Community (EC) Number: 806-355-5
• DSSTox Substance ID: DTXSID00375083
• Nikkaji Number: J2.947.504K
• Wikidata: Q82163622
• Mol file: 5768-27-4.mol

Synonyms:4-Oxo-4-(2-pyridyl)butyric acid;5768-27-4;4-Oxo-4-(pyridin-2-yl)butanoic acid;4-oxo-4-pyridin-2-ylbutanoic acid;SCHEMBL4743860;BERBERINESULFATETRIHYDRATE;gamma-oxo-2-pyridinebutyric acid;DTXSID00375083;CVKJOHUNVFCNJV-UHFFFAOYSA-N;MFCD01320175;4-(3'-pyridyl)-4-oxo-butyric acid;4-Oxo-4-(2-pyridinyl)butanoic acid;4-Oxo-4-(pyridin-2-yl)butanoicacid;AKOS006342815;SB54205;FT-0704268;4-oxo-4-(2-pyridyl)butyric acid, AldrichCPR

Chemical Property of 4-Oxo-4-(2-pyridyl)butyric acid

Chemical Property:

• Vapor Pressure: 2.54E-06mmHg at 25°C
• Melting Point: 89-92°C
• Refractive Index: 1.55
• Boiling Point: 376°Cat760mmHg
• Flash Point: 181.2°C
• PSA: 67.26000
• Density: 1.263g/cm³
• LogP: 1.12910
• XLogP3: 0.3
• 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:

98% ^*data from raw suppliers

4-Oxo-4-(2-pyridyl)butyricacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C(=O)CCC(=O)O

Technology Process of 4-Oxo-4-(2-pyridyl)butyric acid

There total 7 articles about 4-Oxo-4-(2-pyridyl)butyric 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: 86.0%

ethyl γ-oxo-2-pyridinebutanoate (26749-23-5) → γ-oxo-4-(2-pyridine)butanoic acid (5768-27-4)

Guidance literature:

With water; sodium hydroxide; In methanol; at 20 ℃;

DOI:10.1039/c0ob00970a

Reference yield:

t-butyl 3-oxo-3-(2-pyridyl)propanoate (123440-85-7) → γ-oxo-4-(2-pyridine)butanoic acid (5768-27-4)

Guidance literature:

Multi-step reaction with 3 steps

1: NaH / tetrahydrofuran / 1.) 0 deg C, 10 min, 2.) 0 deg C, 5 h

2: TsOH / benzene / 16 h / Heating

3: aq. LiOH / tetrahydrofuran / 1 h / Ambient temperature

With lithium hydroxide; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; benzene;

DOI:10.1021/jo00121a031

Reference yield:

2-(Pyridine-2-carbonyl)-succinic acid 1-tert-butyl ester 4-ethyl ester (170115-32-9) → γ-oxo-4-(2-pyridine)butanoic acid (5768-27-4)

Guidance literature:

Multi-step reaction with 2 steps

1: TsOH / benzene / 16 h / Heating

2: aq. LiOH / tetrahydrofuran / 1 h / Ambient temperature

With lithium hydroxide; toluene-4-sulfonic acid; In tetrahydrofuran; benzene;

DOI:10.1021/jo00121a031

upstream raw materials:

ethyl γ-oxo-2-pyridinebutanoate

t-butyl 3-oxo-3-(2-pyridyl)propanoate

2-(Pyridine-2-carbonyl)-succinic acid 1-tert-butyl ester 4-ethyl ester

pyridine-2-carbonyl chloride

Downstream raw materials:

N-[4-bromo-2-((3R,5S)-3,5-dimethyl-piperidine-1-carbonyl)-phenyl]-4-oxo-4-pyridin-2-yl-butyramide

(3R,7aR)-3-phenyl-7a-(2-pyridyl)-2,3,7,7a-tetrahydropyrrolo[2,1-b]oxazol-5(6H)-one

ethyl γ-oxo-2-pyridinebutanoate