Ethyl 1-methyl-5-phenylpyrazole-3-carboxylate

Base Information

• Chemical Name: Ethyl 1-methyl-5-phenylpyrazole-3-carboxylate
• CAS No.: 10199-51-6
• Molecular Formula: C13H14 N2 O2
• Molecular Weight: 230.266
• Hs Code.: 2933199090
• DSSTox Substance ID: DTXSID80428768
• Nikkaji Number: J1.087.530G
• Wikidata: Q82241589
• Mol file: 10199-51-6.mol

Synonyms:10199-51-6;ethyl 1-methyl-5-phenylpyrazole-3-carboxylate;Ethyl 1-methyl-5-phenyl-1H-pyrazole-3-carboxylate;MFCD08060533;1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid ethyl ester;SCHEMBL1779589;DTXSID80428768;KQECZAANWUVBES-UHFFFAOYSA-N;1H-Pyrazole-3-carboxylic acid, 1-methyl-5-phenyl-, ethyl ester;AMY27590;AKOS015908700;CS-W000418;3-ethoxycarbonyl-1-methyl5-phenylpyrazole;BS-19146;SY128859;ethyl1-methyl-5-phenylpyrazole-3-carboxylate;FT-0712839;C14005;ethyl 1-methyl-5-phenylpyrazol-3-ylcarboxylate;ethyl 1-methyl-5-phenyl-1H-3-pyrazolecarboxylate;1H-Pyrazole-3-carboxylicacid,1-methyl-5-phenyl-,ethyl ester

Chemical Property of Ethyl 1-methyl-5-phenylpyrazole-3-carboxylate

Chemical Property:

• Vapor Pressure: 5.39E-06mmHg at 25°C
• Boiling Point: 380.6°Cat760mmHg
• Flash Point: 184°C
• PSA: 44.12000
• Density: 1.13g/cm³
• LogP: 2.26380
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 230.105527694
• Heavy Atom Count: 17
• Complexity: 264

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl 1-Methyl-5-phenylpyrazole-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 1-methyl-5-phenylpyrazole-3-carboxylate

There total 19 articles about Ethyl 1-methyl-5-phenylpyrazole-3-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: 93.4%

ethyl 5-phenylpyrazole-3-carboxylate (5932-30-9) + dimethyl sulfate (77-78-1) → 1-methyl-5-phenyl-1H-prazole-3-carboxylic acid ethyl ester (10199-51-6)

Guidance literature:

With potassium carbonate; potassium iodide; In acetone; for 4h; Reflux;

Reference yield: 80.0%

2-bromo[methylhydrazono]acetic acid ethyl ester (852816-29-6) + diethyl benzoylmethylphosphonate (3453-00-7) → 1-methyl-5-phenyl-1H-prazole-3-carboxylic acid ethyl ester (10199-51-6)

Guidance literature:

With lithium hydroxide; In 1,2-dimethoxyethane; at 20 ℃; for 10h; regioselective reaction;

DOI:10.1016/j.tetlet.2013.12.045

Reference yield: 74.0%

ethyl 5-phenylpyrazole-3-carboxylate (5932-30-9) + methyl iodide (74-88-4) → 1-methyl-5-phenyl-1H-prazole-3-carboxylic acid ethyl ester (10199-51-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 35 ℃; for 2h;

upstream raw materials:

ethanol

methyl hydrazine hydrochloride

N-methyl-N-nitroso-α-(trimethylsilyl)benzylamine

propynoic acid ethyl ester

Downstream raw materials:

(1-methyl-5-phenyl-1H-pyrazol-3-yl)methanol

1-methyl-3-phenyl-1H-prazole-5-carboxylic acid ethyl ester

1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid

(4-(5-(1-methyl-5-phenyl-1H-pyrazol-3-yl)-1,2,4-oxadiazol-3-yl)phenyl)methanol

Refernces

• 1、 -. "Substituted heterocyclic compound containing urea skeleton and preparation method and application of substituted heterocyclic compound". . . Retrieved 2019/10/01.
• 2、 -. "FIVE-MEMBERED HETEROCYCLIC AMIDES WNT PATHWAY INHIBITOR". . . Retrieved 2018/10/19.