Methyl 4-phenyl-1H-pyrazole-3-carboxylate

Base Information

• Chemical Name: Methyl 4-phenyl-1H-pyrazole-3-carboxylate
• CAS No.: 5932-28-5
• Molecular Formula: C19H21N3O4
• Molecular Weight: 202.213
• Mol file: 5932-28-5.mol

Synonyms:Methyl 4-phenyl-1H-pyrazole-3-carboxylate;methyl 4-phenyl-1H-pyrazole-5-carboxylate;856061-35-3;SCHEMBL949763;4-phenyl-1H-pyrazole-3-carboxylic acid methyl ester;1H-Pyrazole-3-carboxylic acid, 4-phenyl-, methyl ester;AKOS016001652;AKOS022178690;A869223;4-phenyl-2H-pyrazole-3-carboxylic acid methyl ester

Chemical Property of Methyl 4-phenyl-1H-pyrazole-3-carboxylate

Chemical Property:

• Vapor Pressure: 1.08E-11mmHg at 25°C
• Melting Point: 187 °C
• Boiling Point: 539.2°Cat760mmHg
• PKA: 10.98±0.50(Predicted)
• Flash Point: 279.9°C
• PSA: 78.60000
• Density: 1.27g/cm³
• LogP: 2.96040
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 202.074227566
• Heavy Atom Count: 15
• Complexity: 227

Purity/Quality:

97% ^*data from raw suppliers

Methyl4-phenyl-1H-pyrazole-3-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=NN1)C2=CC=CC=C2

Technology Process of Methyl 4-phenyl-1H-pyrazole-3-carboxylate

There total 9 articles about Methyl 4-phenyl-1H-pyrazole-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: 30.2%

methyl 4-bromo-1H-pyrazole-3-carboxylate (81190-89-8,1639902-31-0,190263-20-8) + phenylboronic acid (98-80-6) → 4-phenyl-1H-pyrazole-3-carboxylic acid methyl ester (5932-28-5,856061-35-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In 1,4-dioxane; water; at 150 ℃; for 1h; Microwave irradiation; Inert atmosphere;

Reference yield:

methyl 4-phenyl-4,5-dihydro-3H-pyrazole-3-carboxylate → 4-phenyl-1H-pyrazole-3-carboxylic acid methyl ester (5932-28-5,856061-35-3)

Guidance literature:

With bromine; In diethyl ether; at 25 ℃; for 0.166667h;

DOI:10.1002/jhet.1654

Reference yield:

methyl (Z)-2-(acetylamino)-3-phenylpropenoate (60676-51-9) → 4-phenyl-1H-pyrazole-3-carboxylic acid methyl ester (5932-28-5,856061-35-3)

Guidance literature:

Multi-step reaction with 2 steps

1: CHCl₃ / 72 h / Ambient temperature

2: BF₃*Et₂O / 0.25 h / Heating

With boron trifluoride diethyl etherate; In chloroform;

upstream raw materials:

diazomethane

phenylpropynoic acid methyl ester

phenylpropiolyl chloride

methanol

Downstream raw materials:

methyl 2-methyl-4-phenyl-2H-pyrazole-3-carboxylate

4-phenyl-1H-pyrazole-3-carboxylic acid

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