Methyl-5-(2,4-difluorobenzylcarbaMoyl)-1-(2,2-diMethoxyethyl)-3-Methoxy-4-oxo-1,4-dihydropyridine-2-carboxylate

Base Information

• Chemical Name: Methyl-5-(2,4-difluorobenzylcarbaMoyl)-1-(2,2-diMethoxyethyl)-3-Methoxy-4-oxo-1,4-dihydropyridine-2-carboxylate
• CAS No.: 1616340-68-1
• Molecular Formula: C20H22F2N2O7
• Molecular Weight: 440.401
• Mol file: 1616340-68-1.mol

Synonyms:Methyl-5-(2,4-difluorobenzylcarbaMoyl)-1-(2,2-diMethoxyethyl)-3-Methoxy-4-oxo-1,4-dihydropyridine-2-carboxylate

Chemical Property of Methyl-5-(2,4-difluorobenzylcarbaMoyl)-1-(2,2-diMethoxyethyl)-3-Methoxy-4-oxo-1,4-dihydropyridine-2-carboxylate

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl-5-(2,4-difluorobenzylcarbaMoyl)-1-(2,2-diMethoxyethyl)-3-Methoxy-4-oxo-1,4-dihydropyridine-2-carboxylate

There total 12 articles about Methyl-5-(2,4-difluorobenzylcarbaMoyl)-1-(2,2-diMethoxyethyl)-3-Methoxy-4-oxo-1,4-dihydropyridine-2-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: 96.0%

1-(2,2-dimethoxy-ethyl)-3-methoxy-4-oxo-1,4-dihydro-pyridine-2,5-dicarboxylic acid dimethyl ester + 2,4-Difluoro-benzylamine (72235-52-0) → methyl 5-((2,4-difluorobenzyl)carbamoyl)-1-(2,2-dirnethoxyethyl)-3-methoxy-4-oxo-1,4-dihydropyridine-2-carboxylate (1616340-68-1)

Guidance literature:

With acetic acid; In toluene; at 200 ℃; under 5171.62 Torr; Solvent; Reagent/catalyst; Temperature; chemoselective reaction; Flow reactor;

DOI:10.1002/anie.201802256

Reference yield: 75.0%

Dimethyl oxalate (553-90-2) + C18H24F2N2O5 + sodium methylate (124-41-4) → methyl 5-((2,4-difluorobenzyl)carbamoyl)-1-(2,2-dirnethoxyethyl)-3-methoxy-4-oxo-1,4-dihydropyridine-2-carboxylate (1616340-68-1)

Guidance literature:

at 50 - 55 ℃; for 5h;

Reference yield: 68.0%

1-[2,2-bis(methyloxy)ethyl]-5-(methyloxy)-6-[(methyloxy)carbonyl]-4-oxo-1,4-dihydro-3-pyridinecarboxylic acid (1335210-23-5) + 2,4-Difluoro-benzylamine (72235-52-0) → methyl 5-((2,4-difluorobenzyl)carbamoyl)-1-(2,2-dirnethoxyethyl)-3-methoxy-4-oxo-1,4-dihydropyridine-2-carboxylate (1616340-68-1)

Guidance literature:

1-[2,2-bis(methyloxy)ethyl]-5-(methyloxy)-6-[(methyloxy)carbonyl]-4-oxo-1,4-dihydro-3-pyridinecarboxylic acid; With 1,1'-carbonyldiimidazole; In dichloromethane; at 15 - 20 ℃; for 2h; Inert atmosphere;

2,4-Difluoro-benzylamine; In dichloromethane; at 20 ℃; for 2h;

upstream raw materials:

1-[2,2-bis(methyloxy)ethyl]-5-(methyloxy)-6-[(methyloxy)carbonyl]-4-oxo-1,4-dihydro-3-pyridinecarboxylic acid

2,4-Difluoro-benzylamine

methyl 2-(((2,2-dimethoxyethyl)amino)methylene)-4-methoxy-3-oxobutanoate

Dimethyl oxalate

Downstream raw materials:

(4R,12aS)-N-(2,4-difluorobenzyl)-7-methoxy-4-methyl-6,8-dioxo-3,4,6,8,12,12a-hexahydro-2H-pyrido[1’,2’:4,5]pyrazino[2,1-b]oxazine-9-carboxamide

(3S,11aR)-N-[(2,4-difluorophenyl)methyl]-6-hydroxy-3-methyl-5,7-dioxo-2,3,5,7,11,11a-hexahydro[1,3]oxazolo[3,2-a]pyrido[1,2-d]pyrazine-8-carboxamide

(3S,11aS)-N-(2,4-difluorobenzyl)-6-hydroxy-3-methyl-5,7-dioxo-2,3,5,7,11,11a-hexahydrooxazolo[3,2-a]pyrido[1,2-d]pyrazine-8-carboxamide

(4R,12aS)-N-(2,4-difluorobenzyl)-7-methyloxy-4-methyl-6,8-dioxo-3,4,6,8,12,12a-hexahydro-2H-pyrido [1',2',:4,5]pyrazino[2,1-b] [1,3]oxazine-9-carboxamide