10333-67-2

Basic information

• Product Name: METHYL 2-(1H-PYRROL-1-YL)BENZOATE
• Synonyms: 1-(2-METHOXYCARBONYLPHENYL)PYRROLE;2-PYRROL-1-YL-BENZOIC ACID METHYL ESTER;2-(1-PYRROLYL)BENZOIC ACID METHYL ESTER;2-(1-PYRROLYL)PHENYLBENZOIC ACID METHYL ESTER;METHYL 2-(1H-PYRROL-1-YL)BENZOATE;METHYL 2-PYRROL-1-YL-BENZOATE;methyl 2-(1-pyrrolyl)benzoate;METHYL 2-(PYRROL-1-YL)PHENYLCARBOXYLATE
• CAS NO: 10333-67-2
• Molecular Formula: C₁₂H₁₁NO₂
• Molecular Weight: 201.22
• Mol File: 10333-67-2.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 89-91°C 2mm
• Flash Point: 89-91°C/2mm
• Appearance: /
• Density: 1.1g/cm³
• Vapor Pressure: 0.000249mmHg at 25°C
• Refractive Index: 1.553
• CAS DataBase Reference: METHYL 2-(1H-PYRROL-1-YL)BENZOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2-(1H-PYRROL-1-YL)BENZOATE(10333-67-2)
• EPA Substance Registry System: METHYL 2-(1H-PYRROL-1-YL)BENZOATE(10333-67-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 10333-67-2(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 25, p. 1003, 1988 DOI: 10.1002/jhet.5570250357The Journal of Organic Chemistry, 27, p. 2466, 1962 DOI: 10.1021/jo01054a042

InChI:InChI=1/C12H15NO2/c1-15-12(14)10-6-2-3-7-11(10)13-8-4-5-9-13/h2-3,6-7H,4-5,8-9H2,1H3

Upstream product

• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 134-20-3 2-carbomethoxyaniline 
• 109-97-7 pyrrole 
• 610-97-9 o-iodo-methyl-benzoic acid 
• 110-16-7 maleic acid 
• 7379-35-3 4-chlorpyridine hydrochloride 
• 394-35-4 methyl 2-fluorobenzoate 
• 186581-53-3 diazomethane 
• 635-90-5 1-phenylpyrrole 
• 124-38-9 carbon dioxide 

Downstream Products

• 87573-97-5 2-(2-Thiocyanato-pyrrol-1-yl)-benzoic acid methyl ester 
• 10333-68-3 1-(2-carboxyphenyl)pyrrole 
• 61034-86-4 2-(pyrrol-1-yl)-benzyl alcohol 
• 31739-63-6 o-(Pyrryl-1-yl)benzohydrazid 
• 1604835-43-9 N-{1-[2-(1H-pyrrol-1-yl)phenyl]-2-(tert-butylamino)-2-oxoethyl}-N-(4-methoxybenzyl)but-2-ynamide 
• 1604835-44-0 N-{1-[2-(1H-pyrrol-1-yl)phenyl]-2-(cyclohexylamino)-2-oxoethyl}-N-(4-methoxybenzyl)but-2-ynamide 
• 1604835-45-1 N-{1-[2-(1H-pyrrol-1-yl)phenyl]-2-(butylamino)-2-oxoethyl}-N-(4-methoxybenzyl)but-2-ynamide 
• 1604835-46-2 N-{1-[2-(1H-pyrrol-1-yl)phenyl]-2-(tert-butylamino)-2-oxoethyl}-N-(3,4-dimethoxybenzyl)but-2-ynamide 
• 1604835-47-3 N-{1-[2-(1H-pyrrol-1-yl)phenyl]-2-(cyclohexylamino)-2-oxoethyl}-N-(benzo[d][1,3]dioxol-5-ylmethyl)but-2-ynamide 
• 1604835-48-4 N-{1-[2-(1H-pyrrol-1-yl)phenyl]-2-(tert-butylamino)-2-oxoethyl}-N-(benzo[d][1,3]dioxol-5-ylmethyl)pent-2-ynamide 
• 1604835-49-5 N-{1-[2-(1H-pyrrol-1-yl)phenyl]-2-(p-tolylamino)-2-oxoethyl}-N-(4-methoxybenzyl)but-2-ynamide 
• 1604835-53-1 N-{1-[2-(1H-pyrrol-1-yl)phenyl]-2-(tert-butylamino)-2-oxoethyl}-N-(4-methoxybenzyl)-3-phenylpropiolamide 
• 1604835-55-3 N-{1-[2-(1H-pyrrol-1-yl)phenyl]-2-(tert-butylamino)-2-oxoethyl}-N-(4-methoxybenzyl)propiolamide 
• 1604835-56-4 N-{1-[2-(1H-pyrrol-1-yl)phenyl]-2-(tert-butylamino)-2-oxoethyl}-N-benzylpropiolamide 

Relevant articles and documents

N-phenylpyrrole: A kinetic, though not thermodynamic preference for dilithiation

Under appropriate conditions the clean preparation of either the α-monolithiated or the o,α-dilithiated derivative of N-phenylpyrrole is possible. In the latter case, the first deprotonation occurs at the α-position. Dimetalation is kinetically but not thermodynamically favored.

Bronsted Acid Catalyzed Cyclization of Inert N-Substituted Pyrroles to Benzo[ f ]pyrrolo[1,2- a ][1,4]diazepines

Two approaches involving intramolecular and intermolecular cyclization, respectively, have been developed for the direct and practical construction of a series of important benzo[ f ]pyrrolo[1,2- a ][1,4]azepines by using Bronsted acid catalysts. Upon catalysis by TsOH, the intramolecular dehydroxylation/ring closure of 3-hydroxy-2-[2-(1 H -pyrrol-1-yl)benzyl]isoindolin-1-ones provided various racemic benzo[ f ]pyrrolo[1,2- a ][1,4]azepines in high yields. Furthermore, enantioenriched benzo[ f ]pyrrolo[1,2- a ][1,4]azepines were also obtained by chiral phosphoric acid catalyzed intermolecular addition of [2-(1 H -pyrrol-1-yl)phenyl]methanamines to 2-formylbenzoates under mild conditions.

MODULAR SYNTHESES OF DISCOIPYRROLE TYPE ALKALOIDS AND ANALOGUES

The present invention relates to methods for preparing a variety of discoipyrrole compounds and analogues using an oxidative cyclisation reaction as one of the steps. The present invention also relates to novel discoipyrrole analogues, pharmaceutical comp

Efficient synthesis of 9H-pyrrolo[1,2-a]indol-9-one derivatives based on active manganese dioxide promoted intramolecular cyclization

A series of 9H-pyrrolo[1,2-a]indol-9-ones have been prepared via in-situ sequential oxidation of [2-(1H-pyrrol-1-yl)phenyl]methanols promoted by active manganese dioxide. The procedure led to title compounds in good yields under mild conditions, without the need to isolate the intermediate aldehydes.