2-(5-(2-chloro-6-fluoroquinolin-3-yl)-3-(2-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)thiazol-4(5H)-one

Base Information

• Chemical Name: 2-(5-(2-chloro-6-fluoroquinolin-3-yl)-3-(2-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)thiazol-4(5H)-one
• CAS No.: 1414875-48-1
• Molecular Formula: C₂₁H₁₄ClFN₄O₂S
• Molecular Weight: 440.885
• Mol file: 1414875-48-1.mol

Synonyms:2-(5-(2-chloro-6-fluoroquinolin-3-yl)-3-(2-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)thiazol-4(5H)-one

Chemical Property of 2-(5-(2-chloro-6-fluoroquinolin-3-yl)-3-(2-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)thiazol-4(5H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 2-(5-(2-chloro-6-fluoroquinolin-3-yl)-3-(2-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)thiazol-4(5H)-one

There total 4 articles about 2-(5-(2-chloro-6-fluoroquinolin-3-yl)-3-(2-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)thiazol-4(5H)-one 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: 65.0%

5-(2-chloro-6-fluoroquinolin-3-yl)-3-(2-hydroxyphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide (1414875-26-5) + ethyl bromoacetate (105-36-2) → 2-(5-(2-chloro-6-fluoroquinolin-3-yl)-3-(2-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)thiazol-4(5H)-one (1414875-48-1)

Guidance literature:

In ethanol; for 1h; Reflux; Inert atmosphere;

DOI:10.1016/j.bmcl.2012.09.039

Reference yield:

3-(2-chloro-6-fluoroquinolin-3-yl)-1-(2-hydroxyphenyl)prop-2-en-1-one → 2-(5-(2-chloro-6-fluoroquinolin-3-yl)-3-(2-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)thiazol-4(5H)-one (1414875-48-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / ethanol / 8 h / Reflux; Inert atmosphere

2: ethanol / 1 h / Reflux; Inert atmosphere

With sodium hydroxide; In ethanol;

DOI:10.1016/j.bmcl.2012.09.039

Reference yield:

2-chloro-6-fluoro-quinoline-3-carboxaldehyde (749920-54-5) → 2-(5-(2-chloro-6-fluoroquinolin-3-yl)-3-(2-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)thiazol-4(5H)-one (1414875-48-1)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / ethanol; water / 24 h / 20 °C

2: sodium hydroxide / ethanol / 8 h / Reflux; Inert atmosphere

3: ethanol / 1 h / Reflux; Inert atmosphere

With sodium hydroxide; In ethanol; water; 1: |Claisen-Schmidt Condensation;

DOI:10.1016/j.bmcl.2012.09.039

upstream raw materials:

2-chloro-6-fluoro-quinoline-3-carboxaldehyde

5-(2-chloro-6-fluoroquinolin-3-yl)-3-(2-hydroxyphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide

ethyl bromoacetate

o-hydroxyacetophenone