(2S)-N-[4-chloro-5-(2-hydroxyethoxy)-2-methyl-phenyl]-2-(4-fluorophenyl)-4-oxo-2,3-dihydropyridine-1-carboxamide

Base Information

Chemical Name:(2S)-N-[4-chloro-5-(2-hydroxyethoxy)-2-methyl-phenyl]-2-(4-fluorophenyl)-4-oxo-2,3-dihydropyridine-1-carboxamide
CAS No.:1232687-55-6
Molecular Formula:C₂₁H₂₀ClFN₂O₄
Molecular Weight:418.852
Hs Code.:

Synonyms:(2S)-N-[4-chloro-5-(2-hydroxyethoxy)-2-methyl-phenyl]-2-(4-fluorophenyl)-4-oxo-2,3-dihydropyridine-1-carboxamide

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Chemical Property of (2S)-N-[4-chloro-5-(2-hydroxyethoxy)-2-methyl-phenyl]-2-(4-fluorophenyl)-4-oxo-2,3-dihydropyridine-1-carboxamide

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Technology Process of (2S)-N-[4-chloro-5-(2-hydroxyethoxy)-2-methyl-phenyl]-2-(4-fluorophenyl)-4-oxo-2,3-dihydropyridine-1-carboxamide

There total 9 articles about (2S)-N-[4-chloro-5-(2-hydroxyethoxy)-2-methyl-phenyl]-2-(4-fluorophenyl)-4-oxo-2,3-dihydropyridine-1-carboxamide 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: 100.0%

: (2S)-N-[5-[2-[tert-butyl(dimethyl)silyl]oxyethoxy]-4-chloro-2-methyl-phenyl]-2-(4-fluorophenyl)-4-oxo-2,3-dihydropyridine-1-carboxamide

: 1232687-55-6
(2S)-N-[4-chloro-5-(2-hydroxyethoxy)-2-methyl-phenyl]-2-(4-fluorophenyl)-4-oxo-2,3-dihydropyridine-1-carboxamide

Guidance literature:: With acetic anhydride; In tetrahydrofuran; water; at 20 ℃; for 18h;
DOI:10.1021/acs.jmedchem.5b00365

Reference yield:

: 6640-27-3
2-chloro-p-cresol

: 1232687-55-6
(2S)-N-[4-chloro-5-(2-hydroxyethoxy)-2-methyl-phenyl]-2-(4-fluorophenyl)-4-oxo-2,3-dihydropyridine-1-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1: sodium hydride / tetrahydrofuran / 3 h / 0 - 20 °C

2: sulfuric acid; nitric acid / 1 h / 0 - 50 °C

3: sodium hydroxide; boron tribromide / dichloromethane; water / 0.17 h / 0 - 20 °C

4: caesium carbonate; sodium iodide / 2 h / 100 °C

5: hydrogen; 5%-palladium/activated carbon / methanol / 4 h

6: pyridine; dmap / toluene / 2 h / 20 °C

7: n-butyllithium / tetrahydrofuran; hexane / 1.17 h / -78 - 20 °C

8: acetic anhydride / tetrahydrofuran; water / 18 h / 20 °C

With pyridine; dmap; n-butyllithium; sulfuric acid; 5%-palladium/activated carbon; hydrogen; nitric acid; acetic anhydride; boron tribromide; sodium hydride; caesium carbonate; sodium iodide; sodium hydroxide; In tetrahydrofuran; methanol; hexane; dichloromethane; water; toluene;
DOI:10.1021/acs.jmedchem.5b00365

Reference yield:

: tert-butyl-[2-(2-chloro-5-isocyanato-4-methyl-phenoxy)ethoxy]-dimethyl-silane

: 1232687-55-6
(2S)-N-[4-chloro-5-(2-hydroxyethoxy)-2-methyl-phenyl]-2-(4-fluorophenyl)-4-oxo-2,3-dihydropyridine-1-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: n-butyllithium / tetrahydrofuran; hexane / 1.17 h / -78 - 20 °C

2: acetic anhydride / tetrahydrofuran; water / 18 h / 20 °C

With n-butyllithium; acetic anhydride; In tetrahydrofuran; hexane; water;
DOI:10.1021/acs.jmedchem.5b00365