37619-24-2Relevant articles and documents
New synthesis of pyrrole-2-carboxylic and pyrrole-2,5-dicarboxylic acid esters in the presence of iron-containing catalysts
Khusnutdinov,Baiguzina,Mukminov,Akhmetov,Gubaidullin,Spivak,Dzhemilev
, p. 1053 - 1059 (2010)
Alkyl 1H-pyrrole-2-carboxylates and dialkyl 1H-pyrrole-2,5-dicarboxylates were synthesized in quantitative yield by reactions of 1H-pyrrole, 2-acetyl-1H-pyrrole, and 1-methyl-1H-pyrrole with carbon tetrachloride and aliphatic alcohols in the presence of iron-containing catalysts. A probable reaction mechanism was proposed, and the rate constants and energies of activation of particular steps were determined on the basis of experimental data.
Successive Pd-Catalyzed Decarboxylative Cross-Couplings for the Modular Synthesis of Non-Symmetric Di-Aryl-Substituted Thiophenes
Douglas, Liam Z.,Forgione, Pat,Liu, Jiang Tian,Messina, Cynthia
supporting information, (2020/08/17)
Oligothiophenes are important organic molecules in a number of burgeoning industries as semi-conducting materials due to their extensive π-conjugation and charge transport properties. Typically, non-symmetric, di-aryl-substituted thiophenes are prepared by the successive formation of Grignards, organotin, and/or boronic acid intermediates that can be subsequently employed in cross-coupling reactions. While reliable, these approaches present synthetic difficulties due to the reactivity of organo-metallic/pseudo-metallic species, and produce considerable amounts of waste due to necessary pre-functionalization. We have developed a decarboxylative cross-coupling route as an effective strategy for the modular and less wasteful synthesis of a wide range of non-symmetric, di-arylthiophenes. This method uses a thiophene ester building block for successive decarboxylative palladium-catalyzed couplings that allows for the efficient synthesis and evaluation of the opto-electronic properties of a library of candidate semi-conductors with functional groups that could be challenging to access using previous routes.
PYRROLE mTORC INHIBITORS AND USES THEREOF
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Paragraph 0728, (2020/01/12)
The present invention provides compounds, compositions thereof, and methods of using the same.
PYRROLE mTORC INHIBITORS AND USES THEREOF
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Paragraph 00214, (2018/05/27)
The present invention provides compounds, compositions thereof, and methods of using the same.
Chemoselective dehydrogenative esterification of aldehydes and alcohols with a dimeric rhodium(II) catalyst
Cheng, Junjie,Zhu, Meijuan,Wang, Chao,Li, Junjun,Jiang, Xue,Wei, Yawen,Tang, Weijun,Xue, Dong,Xiao, Jianliang
, p. 4428 - 4434 (2016/07/07)
Dehydrogenative cross-coupling of aldehydes with alcohols as well as dehydrogentive cross-coupling of primary alcohols to produce esters have been developed using a Rh-terpyridine catalyst. The catalyst demonstrates broad substrate scope and good functional group tolerance, affording esters highly selectively. The high chemoselectivity of the catalyst stems from its preference for dehydrogenation of benzylic alcohols over aliphatic ones. Preliminary mechanistic studies suggest that the active catalyst is a dimeric Rh(ii) species, operating via a mechanism involving metal-base-metal cooperativity.
Palladium-catalyzed C-H ethoxycarbonyldifluoromethylation of electron-rich heteroarenes
Shao, Changdong,Shi, Guangfa,Zhang, Yanghui,Pan, Shulei,Guan, Xiaohong
supporting information, p. 2652 - 2655 (2015/06/16)
The first Pd-catalyzed C-H ethoxycarbonyldifluoromethylation with BrCF2CO2Et has been developed. The use of a bidentate phosphine ligand (Xantphos) is critical for the reaction to occur. A variety of electron-rich heteroarenes, including indoles, furans, thiophenes, and pyrroles, can be ethoxycarbonyldifluoromethylated in moderate to excellent yields. The reactions take place at the C-H bonds adjacent to the heteroatoms with high regioselectivity. This method provides a new protocol for the introduction of difuoroalkyl groups into electron-rich heteroarenes.
Synthesis of alkylpyrroles by use of a vinamidinium salt
Wright, Mathew T.,Carroll, David G.,Smith, Timothy M.,Smith, Stanton Q.
experimental part, p. 4150 - 4152 (2010/08/19)
The synthesis of alkyl-substituted 2-pyrrolecarboxylate esters has been accomplished by the condensation reaction of a symmetrical vinamidinium salt and glycine ester derivatives.
Green N-methylation of electron deficient pyrroles with dimethylcarbonate
Laurila, Michael L.,Magnus, Nicholas A.,Staszak, Michael A.
experimental part, p. 1199 - 1201 (2010/04/22)
The N-methylation of electron-deficient pyrroles was affected using dimethyl carbonate in the presence of DMF and catalytic DABCO. This alkylation methodology has proven useful for the alkylation of a variety of pyrroles in 72-98% yields and is considered to be green chemistry relative to the more common use of methyl halides or dimethyl sulfate.
Structure-activity relationship and liver microsome stability studies of pyrrole necroptosis inhibitors
Teng, Xin,Keys, Heather,Yuan, Junying,Degterev, Alexei,Cuny, Gregory D.
body text, p. 3219 - 3223 (2009/04/06)
Necroptosis is a regulated caspase-independent cell death pathway resulting in morphology reminiscent of passive non-regulated necrosis. Several diverse structure classes of necroptosis inhibitors have been reported to date, including a series of [1,2,3]thiadiazole benzylamide derivatives. However, initial evaluation of mouse liver microsome stability indicated that this series of compounds was rapidly degraded. A structure-activity relationship (SAR) study of the [1,2,3]thiadiazole benzylamide series revealed that increased mouse liver microsome stability and increased necroptosis inhibitory activity could be accomplished by replacement of the 4-cyclopropyl-[1,2,3]thiadiazole with a 5-cyano-1-methylpyrrole. In addition, the SAR and the cellular activity profiles, utilizing different cell types and necroptosis-inducing stimuli, of representative [1,2,3]thiadiazole and pyrrole derivatives were very similar suggesting that the two compound series inhibit necroptosis in the same manner.
FACTOR XA INHIBITORS
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Page/Page column 33, (2008/06/13)
The present invention is directed to compounds of formula (I) and pharmaceutically acceptable salts, esters, and prodrugs thereof which are inhibitors of Factor Xa. The present invention is also directed to intermediates used in making such compounds, pharmaceutical compositions containing such a compound, methods to prevent or treat a number of conditions characterized by undesired thrombosis and methods of inhibiting the coagulation of a blood sample.
