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

Base Information

• Chemical Name: 2-(Cyclohexyl-hydroxy-methyl)-4-hydroxy-8-trifluoromethyl-quinoline-3-carboxylic acid thiazol-2-ylamide
• CAS No.: 114350-94-6
• Molecular Formula: C₂₁H₂₀F₃N₃O₃S
• Molecular Weight: 451.469
• Mol file: 114350-94-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about 2-(Cyclohexyl-hydroxy-methyl)-4-hydroxy-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: 55.0%

3-Cyclohexyl-1-[(Z)-thiazol-2-ylimino]-5-trifluoromethyl-1,3-dihydro-furo[3,4-b]quinolin-9-ol (114351-44-9) → 2-(Cyclohexyl-hydroxy-methyl)-4-hydroxy-8-trifluoromethyl-quinoline-3-carboxylic acid thiazol-2-ylamide (114350-94-6)

Guidance literature:

With hydrogenchloride; water; at 100 ℃; for 1.5h;

DOI:10.1021/jm00402a034

Reference yield:

2-acetamidothiazole (2719-23-5) → 2-(Cyclohexyl-hydroxy-methyl)-4-hydroxy-8-trifluoromethyl-quinoline-3-carboxylic acid thiazol-2-ylamide (114350-94-6)

Guidance literature:

Multi-step reaction with 3 steps

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

2: 100 percent / 4-(dimethylamino)pyridine / tetrahydrofuran / 16 h / Heating

3: 55 percent / conc. HCl, water / 1.5 h / 100 °C

With hydrogenchloride; dmap; n-butyllithium; water; In tetrahydrofuran;

DOI:10.1021/jm00402a034

Reference yield:

2-amino-3-(trifluoromethyl)benzoic acid (313-12-2) → 2-(Cyclohexyl-hydroxy-methyl)-4-hydroxy-8-trifluoromethyl-quinoline-3-carboxylic acid thiazol-2-ylamide (114350-94-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 77 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: 55 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

upstream raw materials:

3-Cyclohexyl-1-[(Z)-thiazol-2-ylimino]-5-trifluoromethyl-1,3-dihydro-furo[3,4-b]quinolin-9-ol

2-acetamidothiazole

2-amino-3-(trifluoromethyl)benzoic acid

(cyclohexyl)chloroacetic acid