ETHYL 3-(4-CHLOROPHENYL)-1H-PYRAZOLE-5-CARBOXYLATE

Base Information

• Chemical Name: ETHYL 3-(4-CHLOROPHENYL)-1H-PYRAZOLE-5-CARBOXYLATE
• CAS No.: 938182-43-5
• Molecular Formula: C₁₂H₁₁ClN₂O₂
• Molecular Weight: 250.685
• Mol file: 938182-43-5.mol

Synonyms:ETHYL 3-(4-CHLOROPHENYL)-1H-PYRAZOLE-5-CARBOXYLATE;5-(4-CHLORO-PHENYL)-2H-PYRAZOLE-3-CARBOXYLIC ACID ETHYL ESTER;AKOS BBS-00004590;5-(Ethoxycarbonyl)-3-(4-chlorophenyl)-1H-pyrazole

Chemical Property of ETHYL 3-(4-CHLOROPHENYL)-1H-PYRAZOLE-5-CARBOXYLATE

Chemical Property:

• PSA: 54.98000
• LogP: 2.90680

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ETHYL 3-(4-CHLOROPHENYL)-1H-PYRAZOLE-5-CARBOXYLATE

There total 10 articles about ETHYL 3-(4-CHLOROPHENYL)-1H-PYRAZOLE-5-CARBOXYLATE 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: 87.0%

C14H14ClNO6 (1381932-40-6) + toluene-4-sulfonic acid hydrazide (1576-35-8) → 5-(4-chloro-phenyl)-2H-pyrazole-3-carboxylic acid ethyl ester (938182-43-5,595610-40-5)

Guidance literature:

With sodium carbonate; In methanol; at 65 ℃; for 2h; regioselective reaction;

DOI:10.1016/j.tet.2013.12.046

Reference yield: 80.0%

ethyl 4-chlorobenzoylpyruvate (5814-38-0) → 5-(4-chloro-phenyl)-2H-pyrazole-3-carboxylic acid ethyl ester (938182-43-5,595610-40-5)

Guidance literature:

With hydrazine dihydrochloride; In ethanol; Reflux;

DOI:10.1039/c4ob01152j

Reference yield: 62.0%

diazoacetic acid ethyl ester (623-73-4) + 1-(4-chlorophenyl)vinylphosphonic acid diethyl ester → 5-(4-chloro-phenyl)-2H-pyrazole-3-carboxylic acid ethyl ester (938182-43-5,595610-40-5)

Guidance literature:

diazoacetic acid ethyl ester; 1-(4-chlorophenyl)vinylphosphonic acid diethyl ester; With potassium carbonate; In tetrahydrofuran; at 50 ℃; for 48h; Inert atmosphere;

With sodium hydride; In tetrahydrofuran; mineral oil; at 50 ℃; for 5h; Reagent/catalyst; Inert atmosphere;

DOI:10.1039/c6ob01780k

upstream raw materials:

4-(4-chlorophenyl)-2,4-dioxobutyric acid ethyl ester sodium salt

N'-[1-(4-Chloro-phenyl)-eth-(E)-ylidene]-hydrazinecarboxylic acid ethyl ester

oxalic acid diethyl ester

para-chloroacetophenone

Downstream raw materials:

ethyl 1-(3'-(4'-chlorophenoxy)-2-hydroxypropyl)-3-(4'-chlorophenyl)-1H-pyrazole-5-carboxylate

2-amino-5-(4-chlorophenyl)-2H-pyrazole-3-carboxylic acid ethyl ester

N'-[(2-hydroxynaphthalen-1-yl)methylene]-5-(4-chlorophenyl)-1H-pyrazole-3-carbohydrazone

1-benzyl-3-(4-chlorophenyl)-N-hydroxy-1H-pyrazole-5-carboxamide

Refernces

• 1、 Wei, Qunchao,Zheng, Zhichao,Zhang, Shijun,Zheng, Xuemin,Meng, Fancui,Yuan, Jing,Xu, Yongnan,Huang, Changjiang. "Fragment-based lead generation of 5-phenyl-1H-pyrazole-3-carboxamide derivatives as leads for potent factor xia inhibitors". . . Retrieved 2018/09/26.