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1H-Pyrrole-3-carboxylic acid, 5-Methyl-, ethyl ester is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

2199-50-0

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2199-50-0 Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 49, p. 2663, 1984 DOI: 10.1021/jo00189a002

Check Digit Verification of cas no

The CAS Registry Mumber 2199-50-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,1,9 and 9 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 2199-50:
(6*2)+(5*1)+(4*9)+(3*9)+(2*5)+(1*0)=90
90 % 10 = 0
So 2199-50-0 is a valid CAS Registry Number.

2199-50-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name ethyl 5-methyl-1H-pyrrole-3-carboxylate

1.2 Other means of identification

Product number -
Other names 5-methyl-pyrrole-3-carboxylic acid ethyl ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2199-50-0 SDS

2199-50-0Downstream Products

2199-50-0Relevant academic research and scientific papers

Palladium(II) Catalyzed C-H Functionalization Cascades for the Diastereoselective Synthesis of Polyheterocycles

Watt, Michael S.,Booker-Milburn, Kevin I.

, p. 5716 - 5719 (2016)

C-H activation offers huge potential in the generation of complex structures from simple starting materials. Herein we report the development of a highly diastereoselective palladium(II) catalyzed C-H functionalization cascade to produce novel, unsaturate

Pd(II)-Catalyzed [4 + 2] Heterocyclization Sequence for Polyheterocycle Generation

Glaisyer, Elizabeth L.,Watt, Michael S.,Booker-Milburn, Kevin I.

supporting information, p. 5877 - 5880 (2018/09/25)

A new Pd(II)-catalyzed cascade sequence for the formation of polyheterocycles, from simple starting materials, is reported. The sequence is applicable to both indole and pyrrole substrates, and a range of substituents are tolerated. The reaction is thought to proceed by a Pd(II)-catalyzed C-H activated Heck reaction followed by a second Pd(II)-catalyzed aza-Wacker reaction with two Cu(II)-mediated Pd(0) turnovers per sequence. The sequence can be considered a formal [4 + 2] heterocyclization.

Synthesis of 5,6-dihydropyrrolo[2,1-a]isoquinolines featuring an intramolecular radical-oxidative cyclization of polysubstituted pyrroles, and evaluation of their cytotoxic activity

Reyes-Gutierrez, Paul E.,Camacho, Jose R.,Ramirez-Apan, Ma. Teresa,Osornio, Yazmin M.,Martinez, Roberto

experimental part, p. 4374 - 4382 (2010/11/04)

A three-step protocol for the synthesis of 1,2,3,8,9-pentasubstituted-5,6- dihydropyrrolo[2,1-a]isoquinolines is described, using van LeuseN′s polysubstituted pyrrole construction followed by intramolecular radical-oxidative cyclization of the isoquinoline system. The cytotoxic activities of the dihydropyrroloisoquinolines were tested on six tumor cell lines. Preliminary structure-activity studies revealed the importance of the identity of the aromatic substituent at the C-2 position, particularly a phenyl, m-(amino) phenyl or m-(cyclohexylmethylpiperazinamide) phenyl substituent, for cytotoxic activity.

BICYCLIC HETEROCYCLIC COMPOUND

-

Page/Page column 28, (2010/03/04)

In the prevention and/or treatment of a neuropsychiatric disease or a peripheral organ disease and the like, a pharmaceutical which comprises a compound having CRF antagonistic activity as an active ingredient is provided. A compound of a formula (I): wherein R1 represents a C3-10 branched alkyl group which may be substituted; R2 represents a hydrogen atom or a C1-4 alkyl group which may be substituted; R3 represents a C1-4 alkyl group which may be substituted or a halogen atom; R4 represents a C1-4 alkyl group which may be substituted; and ring 1 represents a cyclic group which has planarity and may have a substituent group, a salt thereof, an N-oxide thereof or a solvate thereof, or a prodrug thereof, is useful as a medicinal component having CRF antagonistic activity for the prevention and/or treatment of a neuropsychiatric disease, a peripheral organ disease and the like.

BICYCLIC HETEROCYCLIC COMPOUND

-

Page/Page column 19, (2008/12/08)

A compound represented by the formula (I), a salt thereof, an N-oxide thereof, a solvate thereof, or a prodrug thereof: wherein X1 represents N and X2 represents C, or X1 represents C and X2 represents N; Y

Agonist lead identification for the high affinity niacin receptor GPR109a

Gharbaoui, Tawfik,Skinner, Philip J.,Shin, Young-Jun,Averbuj, Claudia,Jung, Jae-Kyu,Johnson, Benjamin R.,Duong, Tracy,Decaire, Marc,Uy, Jane,Cherrier, Martin C.,Webb, Peter J.,Tamura, Susan Y.,Zou, Ning,Rodriguez, Nathalie,Boatman, P. Douglas,Sage, Carleton R.,Lindstrom, Andrew,Xu, Jerry,Schrader, Thomas O.,Smith, Brian M.,Chen, Ruoping,Richman, Jeremy G.,Connolly, Daniel T.,Colletti, Steven L.,Tata, James R.,Semple, Graeme

, p. 4914 - 4919 (2008/02/12)

A strategy for lead identification of new agonists of GPR109a, starting from known compounds shown to activate the receptor, is described. Early compound triage led to the formulation of a binding hypothesis and eventually to our focus on a series of pyrazole acid derivatives. Further elaboration of these compounds provided a series of 5,5-fused pyrazoles to be used as lead compounds for further optimization.

Synthesis of substituted pyrroles from N-vinylic phosphazenes derived from β-amino acids and α-bromo ketones

Palacios, Francisco,Herran, Esther,Rubiales, Gloria

, p. 89 - 92 (2007/10/03)

Synthesis of di-, tri- and tetrasubstituted pyrroles by reaction of Nvinylic phosphazenes derived from β-amino acids with α-bromo ketones is described.

Deacylation of Pyrrole and other Aromatic Ketones

Moon, M. W.,Wade, R. A.

, p. 2663 - 2669 (2007/10/02)

Ethyl 4-acetyl-3,5-dimethyl-1H-pyrrole-2-carboxylate (1a) reacts rapidly with ethylene glycol in refluxing benzene with p-toluenesulfonic acid or perchloric acid as a catalyst to give ethyl 3,5-dimethyl-1H-pyrrole-2-carboxylate (3) in high yield (96 percent).Various 2- and 3-acylpyrroles can be efficiently deacylated by using this procedure.Other ketones which undergo deacylation include phenyl(2-phenylindol-3-yl)methanone (19), 1-(5-methyl-1-phenylpyrazol-4-yl)ethanone (20), and 2,4-dimethoxybenzophenone.Certain pyrrole ketones where the acyl group is flanked by two ring methyl groups are also cleaved under acidic conditions by using ethanedithiol.

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