Ethyl 1,3-dimethyl-5-phenyl-1H-pyrazole-4-carboxylate

Base Information

• Chemical Name: Ethyl 1,3-dimethyl-5-phenyl-1H-pyrazole-4-carboxylate
• CAS No.: 77435-42-8
• Molecular Formula: C14H16N2O2
• Molecular Weight: 244.293
• DSSTox Substance ID: DTXSID70506983
• Wikidata: Q82362973
• Mol file: 77435-42-8.mol

Synonyms:77435-42-8;ETHYL 1,3-DIMETHYL-5-PHENYL-1H-PYRAZOLE-4-CARBOXYLATE;ETHYL 1,3-DIMETHYL-5-PHENYLPYRAZOLE-4-CARBOXYLATE;1H-Pyrazole-4-carboxylic acid, 1,3-dimethyl-5-phenyl-, ethyl ester;SCHEMBL19209495;DTXSID70506983;ETHYL1,3-DIMETHYL-5-PHENYL-1H-PYRAZOLE-4-CARBOXYLATE

Chemical Property of Ethyl 1,3-dimethyl-5-phenyl-1H-pyrazole-4-carboxylate

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 244.121177757
• Heavy Atom Count: 18
• Complexity: 290

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N(N=C1C)C)C2=CC=CC=C2

Technology Process of Ethyl 1,3-dimethyl-5-phenyl-1H-pyrazole-4-carboxylate

There total 8 articles about Ethyl 1,3-dimethyl-5-phenyl-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: 68.0%

ethyl 3-methyl-5-phenyl-1H-pyrazole-4-carboxylate (76923-16-5) + methyl iodide (74-88-4) → ethyl-1,3-dimethyl-5-phenyl-1H-pyrazole-4-carboxylate (77435-42-8)

Guidance literature:

ethyl 3-methyl-5-phenyl-1H-pyrazole-4-carboxylate; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h;

methyl iodide; In N,N-dimethyl-formamide; at 70 ℃; for 18h;

DOI:10.1021/acs.orglett.7b00335

Reference yield: 18.5%

ethyl 3-oxo-2-benzoylbutanoate (569-37-9) + N-methyl hydrazine sulfate → ethyl 1,5-dimethyl-3-phenyl-1H-pyrazole-4-carboxylate (1228670-93-6) + ethyl-1,3-dimethyl-5-phenyl-1H-pyrazole-4-carboxylate (77435-42-8)

Guidance literature:

N-methyl hydrazine sulfate; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

ethyl 3-oxo-2-benzoylbutanoate; With acetic acid; In N,N-dimethyl-formamide; at 25 ℃; for 8h;

Reference yield:

ethyl 3-methyl-5-phenyl-1H-pyrazole-4-carboxylate (76923-16-5) + methyl iodide (74-88-4) → ethyl 1,5-dimethyl-3-phenyl-1H-pyrazole-4-carboxylate (1228670-93-6) + ethyl-1,3-dimethyl-5-phenyl-1H-pyrazole-4-carboxylate (77435-42-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

upstream raw materials:

1-methyl-1-benzoylhydrazine

ethyl acetoacetate

ethyl 3-methyl-5-phenyl-1H-pyrazole-4-carboxylate

methyl iodide

Downstream raw materials:

1,3-dimethyl-5-phenyl-1H-pyrazole-4-carboxylic acid

4-fluoro-1,3-dimethyl-5-phenyl-1H-pyrazole