Ethyl 1-(4-methoxyphenyl)-5-methyl-1H-pyrazole-4-carboxylate

Base Information

• Chemical Name: Ethyl 1-(4-methoxyphenyl)-5-methyl-1H-pyrazole-4-carboxylate
• CAS No.: 187998-66-9
• Molecular Formula: C14H16N2O3
• Molecular Weight: 260.293
• European Community (EC) Number: 651-408-6
• Mol file: 187998-66-9.mol

Synonyms:Ethyl 1-(4-methoxyphenyl)-5-methyl-1H-pyrazole-4-carboxylate;187998-66-9;ethyl 1-(4-methoxyphenyl)-5-methylpyrazole-4-carboxylate;SCHEMBL6180207;APRSCISRACOKII-UHFFFAOYSA-N;AKOS006187373;FT-0720793;Ethyl1-(4-methoxyphenyl)-5-methyl-1H-pyrazole-4-carboxylate;1-(4-methoxyphenyl)-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester

Chemical Property of Ethyl 1-(4-methoxyphenyl)-5-methyl-1H-pyrazole-4-carboxylate

Chemical Property:

• PSA: 53.35000
• LogP: 2.36600
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 260.11609238
• Heavy Atom Count: 19
• Complexity: 303

Purity/Quality:

NLT 98% ^*data from raw suppliers

Ethyl1-(4-methoxyphenyl)-5-methyl-1H-pyrazole-4-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N(N=C1)C2=CC=C(C=C2)OC)C

Technology Process of Ethyl 1-(4-methoxyphenyl)-5-methyl-1H-pyrazole-4-carboxylate

There total 3 articles about Ethyl 1-(4-methoxyphenyl)-5-methyl-1H-pyrazole-4-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: 97.0%

ethyl acetoacetate (141-97-9) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) + 4-Methoxyphenylhydrazine (3471-32-7) → ethyl 1-(4-methoxyphenyl)-5-methyl-1H-pyrazole-4-carboxylate (187998-66-9)

Guidance literature:

With 2,2,2-trifluoroethanol; at 20 ℃; for 0.166667h; regioselective reaction;

DOI:10.1016/j.jfluchem.2011.07.014

Reference yield: 96.0%

(4-methoxyphenyl)azo 4-methylphenyl sulfone (33604-68-1) + ethyl 3-(tert-butoxycarbonyloxy)-2-methylenebutanoate (1065642-78-5) → ethyl 1-(4-methoxyphenyl)-5-methyl-1H-pyrazole-4-carboxylate (187998-66-9)

Guidance literature:

With tributylphosphine; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1021/ol503735c

Reference yield: 84.0%

→ ethyl 1-(4-methoxyphenyl)-5-methyl-1H-pyrazole-4-carboxylate (187998-66-9)

Guidance literature:

upstream raw materials:

ethyl acetoacetate

N,N-dimethyl-formamide dimethyl acetal

4-Methoxyphenylhydrazine

(4-methoxyphenyl)azo 4-methylphenyl sulfone

Downstream raw materials:

C₁₂H₁₁ClN₂O₂

5-Methyl-1-(4-methoxyphenyl)-1H-pyrazole-4-carboxylic acid

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