7-chloro-4-hydroxy-2-oxo-3-(3,4,5-trimethyl-phenyl)-1,2-dihydro-quinoline-6-carboxylic acid pyrimidin-4-ylamide

Base Information

Chemical Name:7-chloro-4-hydroxy-2-oxo-3-(3,4,5-trimethyl-phenyl)-1,2-dihydro-quinoline-6-carboxylic acid pyrimidin-4-ylamide
CAS No.:691857-93-9
Molecular Formula:C₂₃H₁₉ClN₄O₃
Molecular Weight:434.882
Hs Code.:

Synonyms:7-chloro-4-hydroxy-2-oxo-3-(3,4,5-trimethyl-phenyl)-1,2-dihydro-quinoline-6-carboxylic acid pyrimidin-4-ylamide

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Chemical Property of 7-chloro-4-hydroxy-2-oxo-3-(3,4,5-trimethyl-phenyl)-1,2-dihydro-quinoline-6-carboxylic acid pyrimidin-4-ylamide

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Technology Process of 7-chloro-4-hydroxy-2-oxo-3-(3,4,5-trimethyl-phenyl)-1,2-dihydro-quinoline-6-carboxylic acid pyrimidin-4-ylamide

There total 4 articles about 7-chloro-4-hydroxy-2-oxo-3-(3,4,5-trimethyl-phenyl)-1,2-dihydro-quinoline-6-carboxylic acid pyrimidin-4-ylamide 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: 90.0%

: 808172-34-1
7-chloro-2-oxo-3-(3,4,5-trimethyl-phenyl)-4-(2-trimethylsilanyl-ethoxy)-1,2-dihydro-quinoline-6-carboxylic acid pyrimidin-4-ylamide

: 691857-93-9
7-chloro-4-hydroxy-2-oxo-3-(3,4,5-trimethyl-phenyl)-1,2-dihydro-quinoline-6-carboxylic acid pyrimidin-4-ylamide

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1016/j.bmcl.2004.08.056

Reference yield:

: 335293-17-9
6-carbomethoxy-7-chloro-4-hydroxy-3-(3,4,5-trimethylphenyl)-1H-quinolin-2-one

: 691857-93-9
7-chloro-4-hydroxy-2-oxo-3-(3,4,5-trimethyl-phenyl)-1,2-dihydro-quinoline-6-carboxylic acid pyrimidin-4-ylamide

Guidance literature:: Multi-step reaction with 4 steps

1: 35 percent / PPh₃; DEAD / tetrahydrofuran

2: 85 percent / aq. LiOH / ethanol

3: 90 percent / DiPEA; EDAC; HOBt / CH₂Cl₂

4: 90 percent / TBAF / tetrahydrofuran

With lithium hydroxide; tetrabutyl ammonium fluoride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; dichloromethane; 1: Mitsunobu reaction;
DOI:10.1016/j.bmcl.2004.08.056

Reference yield:

: 808172-29-4
7-chloro-2-oxo-3-(3,4,5-trimethyl-phenyl)-4-(2-trimethylsilanyl-ethoxy)-1,2-dihydro-quinoline-6-carboxylic acid methyl ester

: 691857-93-9
7-chloro-4-hydroxy-2-oxo-3-(3,4,5-trimethyl-phenyl)-1,2-dihydro-quinoline-6-carboxylic acid pyrimidin-4-ylamide

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / aq. LiOH / ethanol

2: 90 percent / DiPEA; EDAC; HOBt / CH₂Cl₂

3: 90 percent / TBAF / tetrahydrofuran

With lithium hydroxide; tetrabutyl ammonium fluoride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/j.bmcl.2004.08.056