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

Base Information

Chemical Name:(4S)-N-[4-chloro-5-(2-hydroxyethoxy)-2-methyl-phenyl]-4-(4-fluorophenyl)-2-oxo-3,4-dihydro-1H-pyridine-5-carboxamide
CAS No.:1232503-95-5
Molecular Formula:C₂₁H₂₀ClFN₂O₄
Molecular Weight:418.852
Hs Code.:

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

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

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

There total 8 articles about (4S)-N-[4-chloro-5-(2-hydroxyethoxy)-2-methyl-phenyl]-4-(4-fluorophenyl)-2-oxo-3,4-dihydro-1H-pyridine-5-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: 91.0%

: 1232506-24-9
(4S)-4-(4-fluorophenyl)-2-oxo-3,4-dihydro-1H-pyridine-5-carbonyl chloride

: 2-(5-amino-2-chloro-4-methyl-phenoxy)ethyl acetate

: 1232503-95-5
(4S)-N-[4-chloro-5-(2-hydroxyethoxy)-2-methyl-phenyl]-4-(4-fluorophenyl)-2-oxo-3,4-dihydro-1H-pyridine-5-carboxamide

Guidance literature:: With 2,6-dimethylpyridine; In 2-methyltetrahydrofuran; at 0 - 20 ℃; for 2h; enantioselective reaction;
DOI:10.1021/acs.jmedchem.5b00365

Reference yield:

: 1232506-14-7
(S)-4-(4-fluoro-phenyl)-6-oxo-1,4,5,6-tetrahydro-pyridine-3-carboxylic acid {5-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-4-chloro-2-methyl-phenyl}-amide

: 1232503-95-5
(4S)-N-[4-chloro-5-(2-hydroxyethoxy)-2-methyl-phenyl]-4-(4-fluorophenyl)-2-oxo-3,4-dihydro-1H-pyridine-5-carboxamide

Guidance literature:: (S)-4-(4-fluoro-phenyl)-6-oxo-1,4,5,6-tetrahydro-pyridine-3-carboxylic acid {5-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-4-chloro-2-methyl-phenyl}-amide; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃;

With water; In tetrahydrofuran; ethyl acetate;

Reference yield:

: 1224442-80-1
(R)-3-(4-fluorophenyl)-2-formylpentanedioic acid 1-methyl ester

: 1232503-95-5
(4S)-N-[4-chloro-5-(2-hydroxyethoxy)-2-methyl-phenyl]-4-(4-fluorophenyl)-2-oxo-3,4-dihydro-1H-pyridine-5-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: acetic acid; methylamine / water / 65 °C

2: 2,6-dimethylpyridine / 2-methyltetrahydrofuran / 2 h / 0 - 20 °C

With 2,6-dimethylpyridine; acetic acid; methylamine; In 2-methyltetrahydrofuran; water;
DOI:10.1021/acs.jmedchem.5b00365