5910-05-4

Usage

InChI:InChI=1/C7H7NO3/c1-11-7(10)5-2-6(4-9)8-3-5/h2-4,8H,1H3

Upstream product

• 67-56-1 methanol 
• 75866-92-1 N-((1H-pyrrol-2-yl)methylene)-N-methylmethanaminium hydrogen chloride 
• 76-02-8 trifluoroacetyl chloride 
• 117720-03-3 2,7-Dibromo-N,N,N',N'-tetramethyl-5H,10H-dipyrrolo[1,2-a;1',2'-d]pyrazine-5,10-diamine 
• 124-41-4 sodium methylate 
• 2703-17-5 methyl 1H-pyrrole-3-carboxylate 
• 68-12-2 N,N-dimethyl-formamide 
• 66832-08-4 5-cyano-pyrrole-3-carboxylic acid methyl ester 
• 179928-10-0 6-bromo-3-[(4-methylphenyl)sulfonyl]pyrrolo[1,2-c]pyrimidine 

Downstream Products

• 2703-17-5 methyl 1H-pyrrole-3-carboxylate 
• 198703-18-3 methyl 5-vinylpyrrole-3-carboxylate 
• 1144047-33-5 7-ethyl 2-methyl 6-methylindolizine-2,7-dicarboxylate 
• 482583-71-1 5-formyl-1-methylpyrrole-3-carboxylic acid 
• 346669-61-2 methyl 2-[2-(4-methoxycarbonyl-N-methyl-2-pyrrolyl)-2-oxo-1-tosyl]ethyl-N-methoxymethyl-4-pyrrolecarboxylate 
• 346669-60-1 5-[1-hydroxy-2-[4-(methoxycarbonyl)-1-(methoxymethyl)-1H-pyrrol-2-yl]-2-[(4-methylphenyl)sulfonyl]ethyl]-1-methyl-1H-pyrrole-3-carboxylic acid methyl ester 
• 155345-18-9 methyl 1-methoxymethyl-5-tosylmethyl-1H-pyrrole-3-carboxylate 

Relevant academic research and scientific papers

5- OR 7-AZAINDAZOLES AS BETA-LACTAMASE INHIBITORS

The present invention relates to β-lactamase inhibitors having the following general formula (I): wherein R1-R4 and X1-X2 are defined in the specification, pharmaceutical composition thereof, and use thereof for the treatment of a bacterial infection, alone or in combination with β-lactam antibiotics and/or other antibiotics and/or other β-lactamase inhibitors.

COMPOUNDS AND USES THEREOF

The present disclosure features compounds useful for the treatment of BAF complex-related disorders.

Oxidative Aza-Annulation of Enynyl Azides to 2-Keto/Formyl-1H-pyrroles

A method for the construction of pyrroles bearing a 2-keto or formyl group through the intramolecular oxidative aza-annulation of enynyl azides is reported for the first time. It involves a sequential carbon-nitrogen/carbon-oxygen bond formations, and the combination of AuCl3 with AgSbF6 was identified as a suitable reagent system to promote the present reaction. The required enynyl azides are readily prepared from Morita-Baylis-Hillman (MBH) acetates of acetylenic aldehydes.

Design, Sustainable Synthesis, and Programmed Reactions of Templated N-Heteroaryl-Fused Vinyl Sultams

A de novo design and synthesis of N-heteroaryl-fused vinyl sultams as templates for programming chemical reactions on vinyl sultam periphery or (hetero)aryl ring is described. The key features include rational designing and sustainable synthesis of the template, customized reactions of vinyl sultams at C=C bond or involving N-S bond cleavage, and reactions on the periphery of the heteroaryl ring for late-stage diversification. The simple, easy access to the template coupled with opportunities for the synthesis of diversely functionalized heterocyles from a single template constitutes a rare study in contemporary organic synthesis.

SUBSTITUTED HYDROXAMIC ACIDS AND USES THEREOF

This invention provides compounds of formula (I): wherein X1, X2, X3, R2, R4b, R1, and G have values as described in the specification, useful as inhibitors of HDAC6. The invention also provides pharmaceutical compositions comprising the compounds of the invention and methods of using the compositions in the treatment of proliferative, inflammatory, infectious, neurological or cardiovascular diseases or disorders.

Pyrrolodiazines. 5. Synthesis, structure, and chemistry of pyrrolo[1,2- c]pyrimidine. Dipolar cycloaddition of pyrrolo[1,2-c]pyrimidinium ylides

An improved synthesis of pyrrolo[1,2-c]pyrimidines, including the parent system, was accomplished via sequential condensation of substituted pyrrole- 2-carboxaldehydes with tosylmethyl isocyanide (TOSMIC), followed by desulfonylation of the formed tosylpyrrolo[1,2-c]pyrimidines. Based on the ab initio calculations performed on the pyrrolo[1,2-c]pyrimidine 1a, some of the basic chemistry was investigated, including electrophilic substitution, addition of organolithium reagents, metalation with lithium diisopropylamide (LDA) and subsequent reaction with electrophiles, and formation of salts by quaternization of the nonbridgehead nitrogen. Azomethine ylides generated from pyrrolo[1,2-c]pyrimidinium salts undergo 1,3-dipolar cycloaddition with suitable dipolarophiles to give new dipyrrolo[1,2-a;1',2'-c]pyrimidine derivatives, with high regio- and stereoselectivity.

LITHIATION OF THE DIMER OF 3-BROMO-6-DIMETHYLAMINO-1-AZAFULVENE. EFFICACIOUS SYNTHESIS OF 4-MONO- AND 4,5-DISUBSTITUTED PYRROLE-2-CARBOXALDEHYDES.

The dimer 1a of 3-bromo-6-dimethylamino-1-azafulvene, is shown to function as a formal equivalent of 4-lithio- or 4,5-dilithiopyrrole-2-carboxaldehyde and consequently it is a progenitor, par excellence, of 4-mono- and 4,5-disubstituted pyrrole-2-carboxaldehydes.

Antiinflammatory and antiallergic imidazole derivatives

Imidazole derivatives of Formula I STR1 wherein AR1 and AR2 each independently represent phenyl optionally substituted by halogen atoms, alkyl groups, or alkoxy groups, R1 is pyrrolyl, indolyl, imidazolyl, or thiazolyl, all of which are optionally substituted by lower alkyl, free or esterified carboxy or carboxyalkyl groups, benzyl, or benezenesulfonyl; and R2 is hydrogen, lower alkyl, haloalkyl, or a methylene, dimethylene, trimethylene, or tetramethylene group linked to the nitrogen atom of R1, and the physiologically acceptable salts thereof with acids, and when R1 is substituted by carboxy, also the physiologically acceptable salts thereof with bases, are pharmacologically effective compounds, e.g., as antiinflammatories.

Pyrrole chemistry. XXII. A "one-pot" synthesis of some 4-acylpyrrole-2-carboxaldehydes from pyrrole

The Vilsmeier-Haack intermediates formed from pyrrole and from 1-methylpyrrole may be acylated under normal Friedel-Crafts conditions.Hydrolytic work-up then gives 4-acylpyrrole-2-carboxaldehydes in good yield.The methoxide/methanol treatment of the 4-trichloroacetylated intermediate leads to methyl 2-formylpyrrole-4-carboxylate.These are all "one-pot" syntheses from pyrrole.The formyl group has been removed from several of the products thus affording some 3-acylpyrroles in two operations.