6-methyl-2-oxo-4-phenyl-3,4-dihydro-1H-pyridine-5-carboxylic acid

Base Information

• Chemical Name: 6-methyl-2-oxo-4-phenyl-3,4-dihydro-1H-pyridine-5-carboxylic acid
• CAS No.: 423120-02-9
• Molecular Formula: C13H13NO3
• Molecular Weight: 231.251
• NSC Number: 106300
• DSSTox Substance ID: DTXSID10295925
• Nikkaji Number: J1.650.652D
• Mol file: 423120-02-9.mol

Synonyms:6-methyl-2-oxo-4-phenyl-3,4-dihydro-1H-pyridine-5-carboxylic acid;NSC106300;423120-02-9;DTXSID10295925;NSC-106300;A6913;2-Methyl-6-oxo-4-phenyl-1,4,5,6-tetrahydropyridine-3-carboxylic acid

Chemical Property of 6-methyl-2-oxo-4-phenyl-3,4-dihydro-1H-pyridine-5-carboxylic acid

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 231.08954328
• Heavy Atom Count: 17
• Complexity: 367

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(CC(=O)N1)C2=CC=CC=C2)C(=O)O

Technology Process of 6-methyl-2-oxo-4-phenyl-3,4-dihydro-1H-pyridine-5-carboxylic acid

There total 5 articles about 6-methyl-2-oxo-4-phenyl-3,4-dihydro-1H-pyridine-5-carboxylic 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: 90.0%

(±)-5-[(2-cyanoethyl)oxycarbonyl]-6-methyl-4-phenyl-3,4-dihydro-2(1H)-pyridone (1614264-68-4) → 6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyridine-5-carboxylic acid (423120-02-9)

Guidance literature:

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

DOI:10.1016/j.tet.2014.05.012

Reference yield: 85.0%

(±)-5-(tert-butoxycarbonyl)-6-methyl-4-phenyl-3,4-dihydro-2(1H)-pyridone → 6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyridine-5-carboxylic acid (423120-02-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃;

DOI:10.1016/j.tet.2014.05.012

Reference yield:

cycl-isopropylidene malonate (2033-24-1) + poly(ethylene glycol) 4000, acetoacetate-terminated + benzaldehyde (100-52-7) → 6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyridine-5-carboxylic acid (423120-02-9)

Guidance literature:

cycl-isopropylidene malonate; poly(ethylene glycol) 4000, acetoacetate-terminated; benzaldehyde; With ammonium acetate; PPA; at 100 ℃; for 0.0833333h; microwave irradiation;

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h; Further stages.;

DOI:10.1080/00397910701873144

upstream raw materials:

cycl-isopropylidene malonate

benzaldehyde

(±)-5-[(2-cyanoethyl)oxycarbonyl]-6-methyl-4-phenyl-3,4-dihydro-2(1H)-pyridone

Downstream raw materials:

(S)-6-methyl-5-[(2-methylpropanoyloxy)methyloxycarbonyl]-4-phenyl-3,4-dihydro-2(1H)-pyridone

(±)-6-methyl-5-[(2-methylpropanoyloxy)methyloxycarbonyl]-4-phenyl-3,4-dihydro-2(1H)-pyridone

5-oxo-3-phenylhexanoic acid