benzyl 2-ethyl-4-oxo-3,4-dihydropyridine-1(2H)-carboxylate

Base Information

• Chemical Name: benzyl 2-ethyl-4-oxo-3,4-dihydropyridine-1(2H)-carboxylate
• CAS No.: 919366-32-8
• Molecular Formula: C15H17NO3
• Molecular Weight: 259.305
• DSSTox Substance ID: DTXSID70697502
• Mol file: 919366-32-8.mol

Synonyms:919366-32-8;benzyl 2-ethyl-4-oxo-3,4-dihydropyridine-1(2H)-carboxylate;benzyl 2-ethyl-4-oxo-2,3-dihydropyridine-1-carboxylate;BENZYL 2-ETHYL-3,4-DIHYDRO-4-OXOPYRIDINE-1(2H)-CARBOXYLATE;SCHEMBL3076603;DTXSID70697502;UEEHKOIVROOWTK-UHFFFAOYSA-N;Benzyl2-ethyl-4-oxo-3,4-dihydropyridine-1(2H)-carboxylate;FT-0719024;F12715;A850634;J-519775;Benzyl?2-ethyl-4-oxo-3,4-dihydropyridine-1(2H)-carboxylate

Chemical Property of benzyl 2-ethyl-4-oxo-3,4-dihydropyridine-1(2H)-carboxylate

Chemical Property:

• PSA: 46.61000
• LogP: 2.82820
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 259.12084340
• Heavy Atom Count: 19
• Complexity: 358

Purity/Quality:

97% ^*data from raw suppliers

Benzyl2-ethyl-4-oxo-3,4-dihydropyridine-1(2H)-carboxylate 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1CC(=O)C=CN1C(=O)OCC2=CC=CC=C2

Technology Process of benzyl 2-ethyl-4-oxo-3,4-dihydropyridine-1(2H)-carboxylate

There total 4 articles about benzyl 2-ethyl-4-oxo-3,4-dihydropyridine-1(2H)-carboxylate 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: 89.9%

4-methoxypyridine (620-08-6,1232006-56-2) + ethylmagnesium bromide (925-90-6) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl 2-ethyl-4-oxo-3,4-dihydropyridine-1(2H)-carboxylate (919366-32-8)

Guidance literature:

4-methoxypyridine; benzyl chloroformate; In toluene; at -20 ℃; for 0.25h;

ethylmagnesium bromide; In tetrahydrofuran; toluene; for 1h;

With hydrogenchloride; In tetrahydrofuran; water; toluene;

Reference yield:

4-methoxypyridine (620-08-6,1232006-56-2) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl 2-ethyl-4-oxo-3,4-dihydropyridine-1(2H)-carboxylate (919366-32-8)

Guidance literature:

With copper(l) chloride; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

DOI:10.1002/anie.200904981

Reference yield:

benzyl 4-oxopyridine-1(4H)-carboxylate + ethylmagnesium bromide (925-90-6) → benzyl 2-ethyl-4-oxo-3,4-dihydropyridine-1(2H)-carboxylate (919366-32-8)

Guidance literature:

benzyl 4-oxopyridine-1(4H)-carboxylate; With copper(I) bromide dimethylsulfide complex; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In dichloromethane; at 18 - 25 ℃; for 0.0833333h; Inert atmosphere; Schlenk technique;

With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 0.333333h; Inert atmosphere; Schlenk technique;

ethylmagnesium bromide; In dichloromethane; at -78 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201906237

upstream raw materials:

4-methoxypyridine

ethylmagnesium bromide

benzyl chloroformate

Downstream raw materials:

C₂₂H₂₁Cl₂NO₄

3-(2,6-dichlorobenzyl)-2-ethyl-4-pyridone

C₂₃H₂₃Cl₂NO₆S

benzyl 2-ethyl-4-oxopiperidine-1-carboxylate

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