1-Benzyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid

Base Information

• Chemical Name: 1-Benzyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid
• CAS No.: 89960-36-1
• Molecular Formula: C13H11 N O3
• Molecular Weight: 229.235
• Hs Code.: 2933399090
• European Community (EC) Number: 829-779-2
• DSSTox Substance ID: DTXSID10377255
• Wikidata: Q82166409
• Mol file: 89960-36-1.mol

Synonyms:89960-36-1;1-benzyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid;1-benzyl-2-oxo-1,2-dihydro-3-pyridinecarboxylic acid;1-benzyl-2-oxopyridine-3-carboxylic acid;Oprea1_205918;SCHEMBL1137531;DTXSID10377255;JMUXBAQFXTYJBB-UHFFFAOYSA-N;MFCD00139999;ETHYL3-HYDROXY-4-IODOBENZOATE;AKOS005070620;5E-360S;CS-0251611;FT-0680437;EN300-55362;A860968;J-504267;1-benzyl-2-oxo-1,2-dihydropyridine-3-carboxylicacid;Z829928272;1-benzyl-2-oxo-1,2-dihydro-3-pyridinecarboxylic acid, AldrichCPR

Chemical Property of 1-Benzyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 9.57E-10mmHg at 25°C
• Melting Point: 133,5-134,5°C
• Refractive Index: 1.643
• Boiling Point: 472.8°C at 760 mmHg
• Flash Point: 239.8°C
• PSA: 59.30000
• Density: 1.355g/cm³
• LogP: 1.59480
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 229.07389321
• Heavy Atom Count: 17
• Complexity: 378

Purity/Quality:

98%Min ^*data from raw suppliers

1-Benzyl-2-oxo-1,2-dihydro-3-pyridinecarboxylic acid >95% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C=CC=C(C2=O)C(=O)O

Technology Process of 1-Benzyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid

There total 4 articles about 1-Benzyl-2-oxo-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: 97.6%

methyl 1-benzyl-2-oxo-1,2-dihydropyridine-3-carboxylate (400082-66-8) → 1-benzyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid (89960-36-1)

Guidance literature:

With lithium hydroxide monohydrate; water; In methanol; at 20 ℃; for 4h;

Reference yield: 93.0%

2-hydroxy-3-carboxypyridine (609-71-2) + benzyl bromide (100-39-0) → 1-benzyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid (89960-36-1)

Guidance literature:

With potassium hydroxide; In methanol; water; for 8.5h; Heating;

DOI:10.1246/bcsj.78.1127

Reference yield: 70.0%

2-chloronicotinic acid (2942-59-8) + benzyl bromide (100-39-0) → 1-benzyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid (89960-36-1)

Guidance literature:

2-chloronicotinic acid; With acetic acid; In water; Reflux;

benzyl bromide; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/acs.joc.1c01220

upstream raw materials:

2-hydroxy-3-carboxypyridine

benzyl bromide

methyl 1-benzyl-2-oxo-1,2-dihydropyridine-3-carboxylate

2-chloronicotinic acid

Downstream raw materials:

N-benzyl-2-pyridone

tert-butyl (2S)-2-{[(1-benzyl-2-oxo-1,2-dihydropyridin-3-yl)carbonyl]amino}-5-{[(2,2,5,7,8-pentamethyl-3,4-dihydro-2H-chromen-6-yl)sulfonyl]carbamimidamido}pentanoate

methyl (2S)-{[(1-benzyl-2-oxo-1,2-dihydropyridin-3-yl)carbonyl]amino}-(3-nitrophenyl)acetate

methyl (2R)-2-{[(1-benzyl-2-oxo-1,2-dihydropyridin-3-yl)carbonyl]amino}-5-{[(2,2,5,7,8-pentamethyl-3,4-dihydro-2H-chromen-6-yl)sulfonyl]carbamimidamido}pentanoate

Refernces

• 1、 Ahadi, Elmira Meghrazi,Balalaie, Saeed,Bijanzadeh, Hamid Reza,Kejani, Alireza Abbasi,Khosravi, Hormoz,Rominger, Frank,Vavsari, Vaezeh Fathi. "Domino Decarboxylative Arylation and C-O Selective Bond Formation toward Chromeno[2,3- b]pyridine-2-one Skeletons". . p. 12705 - 12713. Retrieved 2021/09/28.
• 2、 -. "MODULATORS OF C3A RECEPTOR AND METHODS OF USE THEREOF". Page/Page column 64. . Retrieved 2008/12/07.