methyl 2-(1H-pyrrol-1-yl)benzoate

Base Information

• Chemical Name: methyl 2-(1H-pyrrol-1-yl)benzoate
• CAS No.: 10333-67-2
• Molecular Formula: C12H11 N O2
• Molecular Weight: 201.225
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00380238
• Nikkaji Number: J1.171.449H
• Wikidata: Q82170390
• Mol file: 10333-67-2.mol

Synonyms:methyl 2-(1H-pyrrol-1-yl)benzoate;10333-67-2;1-(2-Methoxycarbonylphenyl)pyrrole;Methyl 2-pyrrol-1-ylbenzoate;Methyl 2-pyrrol-1-yl-benzate;methyl 2-(pyrrol-1-yl)benzoate;Benzoic acid, 2-(1H-pyrrol-1-yl)-, methyl ester;SCHEMBL8876281;DTXSID00380238;KUEYSLOCROREKF-UHFFFAOYSA-N;methyl 2-(pyrrol-1-yl)-benzoate;methyl2-(1H-pyrrol-1-yl)benzoate;AMY27612;BBL022303;MFCD00015395;STK895530;AKOS000285799;methyl 2-(1H-pyrrol-1-yl)-benzoate;SB30294;CS-0313324;FT-0628378;2-(1H-pyrrol-1-yl)-benzoic acid methyl ester;EN300-318092;2-(1-PYRROLYL)BENZOIC ACID METHYL ESTER;Benzoic acid,2-(1H-pyrrol-1-yl)-,methyl ester;A800718

Chemical Property of methyl 2-(1H-pyrrol-1-yl)benzoate

Chemical Property:

• Vapor Pressure: 0.000249mmHg at 25°C
• Boiling Point: 327.7°Cat760mmHg
• Flash Point: 152°C
• PSA: 31.23000
• Density: 1.1g/cm³
• LogP: 2.26390
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 201.078978594
• Heavy Atom Count: 15
• Complexity: 224

Purity/Quality:

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

Methyl2-(1H-Pyrrol-1-yl)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC=C1N2C=CC=C2

Technology Process of methyl 2-(1H-pyrrol-1-yl)benzoate

There total 9 articles about methyl 2-(1H-pyrrol-1-yl)benzoate 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: 99.0%

pyrrole (109-97-7,30604-81-0) + o-iodo-methyl-benzoic acid (610-97-9) → methyl 2-(1H-pyrrol-1-yl)benzoate (10333-67-2)

Guidance literature:

With potassium phosphate; copper(l) iodide; 1,10-Phenanthroline; In 1,4-dioxane; for 16h; Inert atmosphere; Reflux;

DOI:10.1021/acs.orglett.5b03672

Reference yield: 92.7%

cis,trans-2,5-dimethoxytetrahydrofuran (696-59-3) + 4-chlorpyridine hydrochloride (7379-35-3) + 2-carbomethoxyaniline (134-20-3) → methyl 2-(1H-pyrrol-1-yl)benzoate (10333-67-2)

Guidance literature:

In 1,4-dioxane; water;

Reference yield: 91.0%

cis,trans-2,5-dimethoxytetrahydrofuran (696-59-3) + 2-carbomethoxyaniline (134-20-3) → methyl 2-(1H-pyrrol-1-yl)benzoate (10333-67-2)

Guidance literature:

With acetic acid; In 1,4-dioxane; for 2h; Reflux;

DOI:10.1039/b914965a

upstream raw materials:

diazomethane

1-phenylpyrrole

carbon dioxide

cis,trans-2,5-dimethoxytetrahydrofuran

Downstream raw materials:

2-(2-Thiocyanato-pyrrol-1-yl)-benzoic acid methyl ester

1-(2-carboxyphenyl)pyrrole

2-(pyrrol-1-yl)-benzyl alcohol

o-(Pyrryl-1-yl)benzohydrazid

Refernces

• 1、 Boyer,Blazier,Barabi,Long,Zaunius,Wasley,Hamdan. "The synthesis of 1,3-dihydro-1-[1-[(4-methyl-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-y )methyl]-4-piperidinyl]-2H-benzimidazol-2-one (1:1) maleate (CGS 9343 B, potent calmodulin inhibitor)". . p. 1003 - 1005. Retrieved 1988.
• 2、 Kishimoto, Ryo,Mikami, Shunya,Okada, Sho,Takabatake, Tetsuhiko,Toyota, Masahiro. "Pd(OAc)2-catalyzed one-pot preparation of anthranilates from acyclic unsaturated β-enamino esters". . . Retrieved 2020/02/22.
• 3、 Zhang, Yiwen,Banwell, Martin G.,Carr, Paul D.,Willis, Anthony C.. "Modular Total Syntheses of the Alkaloids Discoipyrroles A and B, Potent Inhibitors of the DDR2 Signaling Pathway". supporting information. p. 704 - 707. Retrieved 2016/03/01.