3284-51-3

Usage

Synthesis Reference(s)

Synthetic Communications, 19, p. 763, 1989 DOI: 10.1080/00397918908050991

InChI:InChI=1/C8H11NO2/c1-3-11-8(10)7-5-4-6(2)9-7/h4-5,9H,3H2,1-2H3

Upstream product

• 20082-91-1 4,4-diethoxybutan-2-one 
• 20207-16-3 ethyl 2-amino-3-oxobutanoate hydrochloride 
• 141-97-9 ethyl acetoacetate 
• 5436-21-5 acetylacetaldehyde dimethyl acetal 
• 459-73-4 GlyOEt*HCl 
• 64-17-5 ethanol 
• 183268-72-6 2,2,2-trichloro-1-(5-methyl-1H-pyrrol-2-yl)ethan-1-one 
• 31918-32-8 2-Oximino-5-hexensaeureethylester 
• 141-52-6 sodium ethanolate 
• 141-78-6 ethyl acetate 
• 35490-05-2 2-acetyl-5-oxohexanoic acid ethyl ester 
• 1003-29-8 2-pyrrole aldehyde 
• 65880-43-5 ethyl 2-amino-3-oxo-butanoate 
• 125261-03-2 2-Dibenzylamino-3-hydroxy-4-(2-methyl-[1,3]dioxolan-2-yl)-butyric acid ethyl ester 

Downstream Products

• 101779-31-1 4-decanoyl-5-methyl-pyrrole-2-carboxylic acid ethyl ester 
• 3757-53-7 5-methyl-1H-pyrrole-2-carboxylic acid 
• 25907-30-6 ethyl 4-formyl-5-methyl-1H-pyrrole-2-carboxylate 
• 636-41-9 2-methyl-1H-pyrrole 
• 107344-24-1 3-methyl-9H-pyrrolo<1,2-a>indol-9-one 
• 25907-29-3 4-bromo-5-methyl-1H-pyrrole-2-carboxylic acid ethyl ester 
• 24728-07-2 3,4-dibromo-5-methyl-pyrrole-2-carboxylic acid ethyl ester 
• 848498-76-0 ethyl 4-cyano-5-methyl-1H-pyrrole-2-carboxylate 
• 24691-30-3 3,4-di-chloro-5-methyl-1H-pyrrole-2-carboxylic acid 
• 1402889-83-1 Ethyl 1-(cyclohexylmethyl)-5-methyl-1H-pyrrole-2-carboxylate 
• 1402889-84-2 Ethyl 1-(cyclohexylmethyl)-5-methyl-4-sulfamoyl-1H-pyrrole-2-carboxylate 
• 1402889-85-3 1-(Cyclohexylmethyl)-2-methyl-1H-pyrrole-3-sulfonamide 
• 1402889-86-4 5-Bromo-1-(cyclohexylmethyl)-2-methyl-1H-pyrrole-3-sulfonamide 
• 1402888-12-3 1-(Cyclohexylmethyl)-5-(3,5-di-tert-butylphenyl)-2-methyl-1H-pyrrole-3-sulfonamide 

Relevant academic research and scientific papers

A 5-methyl-pyrrole -2 carboxylic acid ethyl ester preparation method

The invention discloses a preparation method of ethyl 5-methyl-pyrrol-2 formate, belonging to the technical field of organic synthesis. The preparation method comprises the following steps: preparing ethyl alpha-amino-acetoacetate from glacial acetic acid, ethyl acetoacetate and nitrite solutions used as raw materials; and preparing the ethyl 5-methyl-pyrrol-2 formate from glacial acetic acid, 4,4-dimethoxy-2-butanone, zinc powder and the prepared ethyl alpha-amino-acetoacetate. The synthesis method of the ethyl 5-methyl-pyrrol-2 formate has the advantages of simple synthesis route and high purity of the obtained product. The synthesis method can be used for industrial production, and the yield for one feeding procedure is high, thus being of practical importance for industrialization.

SYNTHESIS OF FURAN, THIOPHENE, AND PYRROLES FROM ACETOACETIC ESTERS

The present invention refers to using ester pgd2 alkylacetoacetoates furan, thiophene, method relates to synthesis of pyrrole, more particularly the acetohydroxy pgd2 ester compound alpha, beta unsaturated carbonyl compounds obtained is added to the 1,5-dicarbonyl compounds (II)/ cobalt manganese (III) method of silica glass by sol the reaction deacetylase with Neel step then alkali to thereby synthesize a compound 1,4-dicarboxylic, Paal-Knorr herein using synthesis on the furan, thiophene, pyrrole for synthesizing relates to method. According to the present invention, a necessary for synthesis of Paal-Knorr 1,4-dicarbonyl compounds efficiently mixed in the oxidation reaction from said 1,5-dicarbonyl compounds (deacetylase reaction) and a conjunction synthesis on the Paal-Knorr in the reaction vessel a are sequentially two reactors furan, thiophene, and of won-port synthesis method by using the mask pattern.. (by machine translation)

Tandem catalytic oxidative deacetylation of acetoacetic esters and heteroaromatic cyclizations

One pot syntheses of furan, thiophene, and pyrrole were accomplished by oxidative deacetylation using Mn(iii)/Co(ii) catalysts and the Paal-Knorr reaction from 1,5-dicarbonyl compounds, which are prepared from the conjugate addition of ethyl acetoacetate to α,β-unsaturated carbonyl compounds. The oxidative deacetylation and reductive cyclization of β-ketoesters derived from ethyl acetoacetate and o-nitrobenzyl bromides efficiently produced diversely substituted indoles. This journal is

Synthesis and biological evaluation of novobiocin analogues as potential heat shock protein 90 inhibitors

Recent studies have shown that novobiocin (NB), a member of the coumermycin (CA) family of antibiotics with demonstrated DNA gyrase inhibitory activity, inhibits Heat shock protein 90 (HSP90) by binding weakly to a putative ATP-binding site within its C-terminus. To develop more potent HSP90 inhibitors that target this site and to define structure-activity relationships (SARs) for this class of compounds, we have synthesized twenty seven 3-amido-7- noviosylcoumarin analogues starting from NB and CA. These were evaluated for evidence of HSP90 inhibition using several biological assays including inhibition of cell proliferation and cell cycle arrest, induction of the heat shock response, inhibition of luciferase-refolding in vitro, and depletion of the HSP90 client protein c-erbB-2/HER-2/neu (HER2). This SAR study revealed that a substantial increase in biological activity can be achieved by introduction of an indole-2-carboxamide group in place of 4-hydroxy-isopentylbenzamido group at C-3 of NB in addition to removal/derivatization of the 4-hydroxyl group from the coumarin ring. Methylation of the 4-hydroxyl group in the coumarin moiety moderately increased biological activity as shown by compounds 11 and 13. Our most potent new analogue 19 demonstrated biological activities consistent with known HSP90-binding agents, but with greater potency than NB.

2-(PIPERIDIN-1-YL)-4-AZOLYL-THIAZOLE-5-CARBOXYLIC ACID DERIVATIVES AGAINST BACTERIAL INFECTIONS

Compounds of formula (I) and their pharmaceutically acceptable salts are described. Processes for their preparation, pharmaceutical compositions containing them, their use as medicaments and their use in the treatment of bacterial infections are also described

2- (PIPERIDIN-1-YL) -4-HETEROCYCLYL-THIAZOLE-5-CARBOXYLIC ACID DERIVATIVES AGAINST BACTERIAL INFECTIONS

Compounds of formula (I) and their pharmaceutically acceptable salts are described. Processes for their preparation, pharmaceutical compositions containing them, their use as medicaments and their use in the treatment of bacterial infections are also described. Ring A is selected from formula (a), (b) or (b'):

TRICYCLIC DERIVATIVES OF AZETIDINE AND PYRROLE WITH ANTIBACTERIAL ACTIVITY

Compounds of formula (I) and their pharmaceutically acceptable salts are described. Processes for their preparation, pharmaceutical compositions containing them, their use as medicaments and their use in the treatment of bacterial infections are also described.

CHEMICAL COMPOUNDS

Compounds of formula (I) and their pharmaceutically acceptable salts are described: Formula (I). Processes for their preparation, pharmaceutical compositions containing them, their use as medicaments and their use in the treatment of bacterial infections are also described.

CHEMICAL COMPOUNDS

Compounds of formula (I) and their pharmaceutica11y acceptable salts are described:Processes for their preparation,pharmaceutical compositions containing them, their use as medicaments and their use in the treatment of bacterial infections are also described

ANTIBACTERIAL PIPERIDINE DERIVATIVES

Compounds of formula (I) and their pharmaceutically acceptable salts are described: Formula (I). Processes for their preparation, pharmaceutical compositions containing them, their use as medicaments and their use in the treatment of bacterial infections are also described.