Methyl 1-methyl-5-(4-methylbenzoyl)-1H-pyrrole-2-acetate

Base Information

• Chemical Name: Methyl 1-methyl-5-(4-methylbenzoyl)-1H-pyrrole-2-acetate
• CAS No.: 33369-52-7
• Molecular Formula: C16H17NO3
• Molecular Weight: 271.316
• Hs Code.: 2933990090
• European Community (EC) Number: 251-480-5
• UNII: BBY6FVJ9SK
• DSSTox Substance ID: DTXSID50186989
• Nikkaji Number: J308.477I
• Wikidata: Q72492758
• Mol file: 33369-52-7.mol

Synonyms:33369-52-7;Methyl 1-methyl-5-(4-methylbenzoyl)-1H-pyrrole-2-acetate;Tolmetin methyl ester;methyl 2-[1-methyl-5-(4-methylbenzoyl)pyrrol-2-yl]acetate;Methyl 2-(1-methyl-5-(4-methylbenzoyl)-1H-pyrrol-2-yl)acetate;EINECS 251-480-5;1H-Pyrrole-2-acetic acid, 1-methyl-5-(4-methylbenzoyl)-, methyl ester;methyl 2-[1-methyl-5-(4-methylbenzoyl)-1H-pyrrol-2-yl]acetate;BBY6FVJ9SK;SCHEMBL3999226;DTXSID50186989;AC-31746;methyl 1-methyl-5-(p-toluoyl)- pyrrole-2-acetate;methyl 1-methyl-5-(4-methylbenzoyl)pyrrole-2-acetate;methyl 1-methyl-5-(4-methyl-benzoyl)-pyrrole-2-acetate;Methyl1-methyl-5-(4-methylbenzoyl)-1H-pyrrole-2-acetate;Pyrrole-2-acetic acid, 1-methyl-5-p-toluoyl-, methyl ester;1-Methyl-5-(4-methylbenzoyl)-1H-pyrrole-2-acetic acid methyl ester;1H-Pyrrole-2-aceticacid,1-methyl-5-(4-methylbenzoyl)-,methyl ester;Methyl [1-methyl-5-(4-methylbenzoyl)-1H-pyrrol-2-yl]acetate #

Chemical Property of Methyl 1-methyl-5-(4-methylbenzoyl)-1H-pyrrole-2-acetate

Chemical Property:

• Vapor Pressure: 1.62E-07mmHg at 25°C
• Refractive Index: 1.553
• Boiling Point: 427.6 °C at 760 mmHg
• PKA: -8.00±0.70(Predicted)
• Flash Point: 212.4 °C
• PSA: 48.30000
• Density: 1.11 g/cm³
• LogP: 2.28000
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 271.12084340
• Heavy Atom Count: 20
• Complexity: 361

Purity/Quality:

99.9% ^*data from raw suppliers

METHYL-1-METHYL-5-(4-METHYLBENZOYL)-1H-PYRROLE-2-ACETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)C2=CC=C(N2C)CC(=O)OC

Technology Process of Methyl 1-methyl-5-(4-methylbenzoyl)-1H-pyrrole-2-acetate

There total 21 articles about Methyl 1-methyl-5-(4-methylbenzoyl)-1H-pyrrole-2-acetate 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: 98.0%

carbon monoxide (201230-82-2) + 4-tolyl iodide (624-31-7) + N-methyl-2-(methoxycarbonylmethyl)pyrrole (51856-79-2) → methyl 1-Methyl-5-(4-methylbenzoyl)-1H-pyrrole-2-acetate (33369-52-7)

Guidance literature:

With 2,4,6-trimethyl-pyridine; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In acetonitrile; at 115 ℃; for 24h; under 3040.2 Torr; Inert atmosphere; Autoclave;

DOI:10.1021/jacs.5b07098

Reference yield: 84.3%

N-methyl-2-(methoxycarbonylmethyl)pyrrole (51856-79-2) + 4-methyl-benzoyl chloride (874-60-2) → methyl 1-Methyl-5-(4-methylbenzoyl)-1H-pyrrole-2-acetate (33369-52-7)

Guidance literature:

With 4-methyl-morpholine; In o-xylene; for 12h; Reflux;

Reference yield: 81.0%

1-methyl-5-(p-toluoyl)pyrrole-2-acetic acid (26171-23-3) + temozolomide (85622-93-1) → methyl 1-Methyl-5-(4-methylbenzoyl)-1H-pyrrole-2-acetate (33369-52-7)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; at 60 ℃; for 6h; Sealed tube;

DOI:10.1002/anie.201911896

upstream raw materials:

4-methylbenzoyl cyanide

N-methyl-2-(methoxycarbonylmethyl)pyrrole

4,N-dimethyl-benzimidoyl chloride

sodium hydrogencarbonate

Downstream raw materials:

tolmetin sodium

1-methyl-5-(p-toluoyl)pyrrole-2-acetic acid