7-chloro-4-hydroxy-3-(3,4,5-trimethyl-phenyl)-2-(2-trimethylsilanyl-ethoxy)-quinoline-6-carboxylic acid [1,2,5]thiadiazol-3-ylamide

Base Information

Chemical Name:7-chloro-4-hydroxy-3-(3,4,5-trimethyl-phenyl)-2-(2-trimethylsilanyl-ethoxy)-quinoline-6-carboxylic acid [1,2,5]thiadiazol-3-ylamide
CAS No.:808172-45-4
Molecular Formula:C₂₆H₂₉ClN₄O₃SSi
Molecular Weight:541.146
Hs Code.:

Synonyms:7-chloro-4-hydroxy-3-(3,4,5-trimethyl-phenyl)-2-(2-trimethylsilanyl-ethoxy)-quinoline-6-carboxylic acid [1,2,5]thiadiazol-3-ylamide

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Chemical Property of 7-chloro-4-hydroxy-3-(3,4,5-trimethyl-phenyl)-2-(2-trimethylsilanyl-ethoxy)-quinoline-6-carboxylic acid [1,2,5]thiadiazol-3-ylamide

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Technology Process of 7-chloro-4-hydroxy-3-(3,4,5-trimethyl-phenyl)-2-(2-trimethylsilanyl-ethoxy)-quinoline-6-carboxylic acid [1,2,5]thiadiazol-3-ylamide

There total 5 articles about 7-chloro-4-hydroxy-3-(3,4,5-trimethyl-phenyl)-2-(2-trimethylsilanyl-ethoxy)-quinoline-6-carboxylic acid [1,2,5]thiadiazol-3-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%

: 362604-27-1
7-chloro-3-(3,4,5-trimethyl-phenyl)-2,4-bis-(2-trimethylsilanyl-ethoxy)-quinoline-6-carboxylic acid [1,2,5]thiadiazol-3-ylamide

: 808172-45-4
7-chloro-4-hydroxy-3-(3,4,5-trimethyl-phenyl)-2-(2-trimethylsilanyl-ethoxy)-quinoline-6-carboxylic acid [1,2,5]thiadiazol-3-ylamide

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

Reference yield:

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 808172-45-4
7-chloro-4-hydroxy-3-(3,4,5-trimethyl-phenyl)-2-(2-trimethylsilanyl-ethoxy)-quinoline-6-carboxylic acid [1,2,5]thiadiazol-3-ylamide

Guidance literature:: Multi-step reaction with 4 steps

1: 20 percent / PPh₃; DEAD / tetrahydrofuran

2: 90 percent / aq. LiOH / ethanol

3: 85 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:

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

: 808172-45-4
7-chloro-4-hydroxy-3-(3,4,5-trimethyl-phenyl)-2-(2-trimethylsilanyl-ethoxy)-quinoline-6-carboxylic acid [1,2,5]thiadiazol-3-ylamide

Guidance literature:: Multi-step reaction with 4 steps

1: 20 percent / PPh₃; DEAD / tetrahydrofuran

2: 90 percent / aq. LiOH / ethanol

3: 85 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