4-Hydroxy-2-(hydroxy-phenyl-methyl)-8-trifluoromethyl-quinoline-3-carboxylic acid thiazol-2-ylamide

Base Information

Chemical Name:4-Hydroxy-2-(hydroxy-phenyl-methyl)-8-trifluoromethyl-quinoline-3-carboxylic acid thiazol-2-ylamide
CAS No.:114350-95-7
Molecular Formula:C₂₁H₁₄F₃N₃O₃S
Molecular Weight:445.422
Hs Code.:

Synonyms:4-Hydroxy-2-(hydroxy-phenyl-methyl)-8-trifluoromethyl-quinoline-3-carboxylic acid thiazol-2-ylamide

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Chemical Property of 4-Hydroxy-2-(hydroxy-phenyl-methyl)-8-trifluoromethyl-quinoline-3-carboxylic acid thiazol-2-ylamide

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Technology Process of 4-Hydroxy-2-(hydroxy-phenyl-methyl)-8-trifluoromethyl-quinoline-3-carboxylic acid thiazol-2-ylamide

There total 6 articles about 4-Hydroxy-2-(hydroxy-phenyl-methyl)-8-trifluoromethyl-quinoline-3-carboxylic acid thiazol-2-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: 70.0%

: 114351-45-0
3-Phenyl-1-[(Z)-thiazol-2-ylimino]-5-trifluoromethyl-1,3-dihydro-furo[3,4-b]quinolin-9-ol

: 114350-95-7
4-Hydroxy-2-(hydroxy-phenyl-methyl)-8-trifluoromethyl-quinoline-3-carboxylic acid thiazol-2-ylamide

Guidance literature:: With hydrogenchloride; water; at 100 ℃; for 1.5h;
DOI:10.1021/jm00402a034

Reference yield:

: 4755-72-0,39266-56-3
Chloro-phenyl-acetic acid

: 114350-95-7
4-Hydroxy-2-(hydroxy-phenyl-methyl)-8-trifluoromethyl-quinoline-3-carboxylic acid thiazol-2-ylamide

Guidance literature:: Multi-step reaction with 5 steps

1: N-methylmorpholine, isobutyl chloroformate / CH₂Cl₂ / 0.5 h / -20 °C

2: 75 percent / N-methylmorpholine / CH₂Cl₂ / 20 h / Ambient temperature

3: 1.) butyllithium / 1) THF, 0 deg C; 2) -75 deg C, THF

4: 100 percent / 4-(dimethylamino)pyridine / tetrahydrofuran / 16 h / Heating

5: 70 percent / conc. HCl, water / 1.5 h / 100 °C

With 4-methyl-morpholine; hydrogenchloride; dmap; n-butyllithium; water; isobutyl chloroformate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm00402a034

Reference yield:

: 313-12-2
2-amino-3-(trifluoromethyl)benzoic acid

: 114350-95-7
4-Hydroxy-2-(hydroxy-phenyl-methyl)-8-trifluoromethyl-quinoline-3-carboxylic acid thiazol-2-ylamide

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / N-methylmorpholine / CH₂Cl₂ / 20 h / Ambient temperature

2: 1.) butyllithium / 1) THF, 0 deg C; 2) -75 deg C, THF

3: 100 percent / 4-(dimethylamino)pyridine / tetrahydrofuran / 16 h / Heating

4: 70 percent / conc. HCl, water / 1.5 h / 100 °C

With 4-methyl-morpholine; hydrogenchloride; dmap; n-butyllithium; water; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm00402a034