(S)-N-(2-bromo-4-chloro-5-(2-hydroxyethoxy)phenyl)-2-(4-fluorophenyl)-4-oxo-3,4-dihydropyridine-1(2H)-carboxamide

Base Information

Chemical Name:(S)-N-(2-bromo-4-chloro-5-(2-hydroxyethoxy)phenyl)-2-(4-fluorophenyl)-4-oxo-3,4-dihydropyridine-1(2H)-carboxamide
CAS No.:1232686-82-6
Molecular Formula:C₂₀H₁₇BrClFN₂O₄
Molecular Weight:483.721
Hs Code.:

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

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

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

There total 7 articles about (S)-N-(2-bromo-4-chloro-5-(2-hydroxyethoxy)phenyl)-2-(4-fluorophenyl)-4-oxo-3,4-dihydropyridine-1(2H)-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: 93.0%

: (S)-2-(4-fluorophenyl)-4-oxo-3,4-dihydro-2H-pyridine-1-carboxylic acid {2-bromo-5-[2-(tert-butyl-dimethyl-silanyl)-ethoxy]-4-chloro-phenyl}-amide

: 1232686-82-6
(S)-N-(2-bromo-4-chloro-5-(2-hydroxyethoxy)phenyl)-2-(4-fluorophenyl)-4-oxo-3,4-dihydropyridine-1(2H)-carboxamide

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

Reference yield:

: (S)-2-(4-fluoro-phenyl)-4-oxo-3,4-dihydro-2H-pyridine-1-carboxylic acid {2-bromo-5-[2-(tert-butyl-dimethyl-silanyl)-ethoxy]-4-chloro-phenyl}-amide

: 1232686-82-6
(S)-N-(2-bromo-4-chloro-5-(2-hydroxyethoxy)phenyl)-2-(4-fluorophenyl)-4-oxo-3,4-dihydropyridine-1(2H)-carboxamide

Guidance literature:: (S)-2-(4-fluoro-phenyl)-4-oxo-3,4-dihydro-2H-pyridine-1-carboxylic acid {2-bromo-5-[2-(tert-butyl-dimethyl-silanyl)-ethoxy]-4-chloro-phenyl}-amide; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 3h;

pH=2; Buffer;

Reference yield:

: 6358-06-1
5-amino-2-chlorophenol

: 1232686-82-6
(S)-N-(2-bromo-4-chloro-5-(2-hydroxyethoxy)phenyl)-2-(4-fluorophenyl)-4-oxo-3,4-dihydropyridine-1(2H)-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: tetrabutylammomium bromide / dichloromethane; methanol / 0.33 h / 20 °C / Reflux

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

3: pyridine / toluene / 2 h / 20 °C

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

5: acetic acid / tetrahydrofuran; water / 18 h / 20 °C

With pyridine; n-butyllithium; tetrabutylammomium bromide; caesium carbonate; acetic acid; sodium iodide; In tetrahydrofuran; methanol; hexane; dichloromethane; water; toluene;
DOI:10.1021/acs.jmedchem.5b00365