2-Oxo-5-(pyridin-4-yl)-1,2-dihydropyridine-3-carboxylic acid

Base Information

• Chemical Name: 2-Oxo-5-(pyridin-4-yl)-1,2-dihydropyridine-3-carboxylic acid
• CAS No.: 62749-61-5
• Molecular Formula: C11H8N2O3
• Molecular Weight: 216.196
• Hs Code.: 2933399090
• European Community (EC) Number: 800-163-5
• Wikidata: Q107945471

Synonyms:62749-61-5;2-oxo-5-(pyridin-4-yl)-1,2-dihydropyridine-3-carboxylic acid;6-Oxo-1,6-dihydro-[3,4'-bipyridine]-5-carboxylic acid;2-oxo-5-pyridin-4-yl-1H-pyridine-3-carboxylic acid;SCHEMBL11163292;WKDNSRJXCYJQBV-UHFFFAOYSA-N;MFCD23697510;AKOS015996971;SS-4606;CS-0454379;EN300-318398;6-Hydroxy-[3,4'-bipyridine]-5-carboxylic acid;1,2-dihydro-2-oxo-5-(4-pyridinyl)-nicotinic acid;6-Oxo-1,6-dihydro-[3,4'-bipyridine]-5-carboxylicacid

Chemical Property of 2-Oxo-5-(pyridin-4-yl)-1,2-dihydropyridine-3-carboxylic acid

Chemical Property:

• PSA: 83.05000
• LogP: 1.13510
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 216.05349212
• Heavy Atom Count: 16
• Complexity: 379

Purity/Quality:

2-Oxo-5-(pyridin-4-yl)-1,2-dihydropyridine-3-carboxylic acid >97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=CC=C1C2=CNC(=O)C(=C2)C(=O)O

Technology Process of 2-Oxo-5-(pyridin-4-yl)-1,2-dihydropyridine-3-carboxylic acid

There total 5 articles about 2-Oxo-5-(pyridin-4-yl)-1,2-dihydropyridine-3-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: 94.0%

3-cyano-5-(pyridin-4-yl)-(1H)-pyridin-2-one (62749-26-2) → 1,2-dihydro-2-oxo-5-(4-pyridinyl)nicotinic acid (62749-61-5) + 5-(pyridin-4-yl)-3-carbamoyl-pyridine-2(1H)-one (62749-46-6)

Guidance literature:

With sulfuric acid; at 80 ℃; for 2h; Yields of byproduct given. Title compound not separated from byproducts;

Reference yield: 54.0%

3-cyano-5-(pyridin-4-yl)-(1H)-pyridin-2-one (62749-26-2) → 1,2-dihydro-2-oxo-5-(4-pyridinyl)nicotinic acid (62749-61-5)

Guidance literature:

With hydrogenchloride; water; for 18h; Reflux;

DOI:10.1021/jm101499u

Reference yield:

2-(4-pyridyl)-propan-1,3-dione (51076-46-1) → 1,2-dihydro-2-oxo-5-(4-pyridinyl)nicotinic acid (62749-61-5)

Guidance literature:

Multi-step reaction with 2 steps

1: morpholine; acetic acid / benzene / 24 h / Reflux

2: hydrogenchloride; water / 18 h / Reflux

With morpholine; hydrogenchloride; water; acetic acid; In benzene;

DOI:10.1021/jm101499u

upstream raw materials:

3-cyano-5-(pyridin-4-yl)-(1H)-pyridin-2-one

2-(4-pyridyl)-propan-1,3-dione

α-(4-pyridinyl)-β-(dimethylamino)acrolein

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