Synthesis of New Pyrrolo[3,2-b]lup-20(29)-enes by Reaction of Triterpene 3-ketoximes with Acetylene in Superbase Solution

The synthesis of new pyrrolo [2,3-d]pyrimidines variously substituted on the N-1 and C-2 atoms are described.Access to these compounds, which have modest activity compared with the first inhibitor SDI, involves, as the key step, the formation of a pyrrolopyrimidine skeleton from the 5-amino-2-(methoxymethyl)pyrimidine.we decided to synthesize SDI analogs as expected sorbitol dehydrogenase inhibitory activity.

The discovery of nucleoside antibiotics gave impetus to the development of the chemistry of pyrrolo[2,3-d]pyrimidines and thieno[2,3-d]pyrimidines as biologically active compounds. This work describes a universal and efficient approach to the synthesis of new pyrrolo[2,3-d]pyrimidine and thieno[2,3-d]pyrimidine derivatives of piperazin-1-yl-1,3-oxazole-4-carbonitriles. Their potential as biologically active compounds is considered and ADMET-score is predicted to assess their further application as pharmaceutical substances

Synthesis of new pyrrolo- and thieno[2,3-b]pyridine derivatives by the Thorpe-Ziegler reaction

Tungstic acid-functionalized MCM-41 (MCM-41–HWO4) was prepared, characterized and applied as a reusable mesoporous catalyst for the one-pot synthesis of new pyrrolo[2,1-a]isoquinoline derivatives.

The work is devoted to the synthesis of new pyrrolo[2,3-d]pyrimidine-containing α-hydroxyphosphonic acids as precursors for the synthesis of potential biologically active compounds. The reaction between methyl 7-allyl-1,3dimethyl-2,4-dioxo-2,3,4,7-tetrahydro-1Н-pyrrolo[2,3-d]pyrimidine-6-carboxylate and iodine has resulted in 8-iodomethylpyrimido[5’,4’:4,5]pyrrolo[2,1-c][1,4]oxazine. The composition and structure of the compound has been confirmed by elemental analysis, NMR-spectroscopy and X-ray examination, and it is a convincing evidence of the presence of the oxazine cycle. Elimination of hydrogen halide of the iodomethyl derivative occurred with formation of 1,3,8-trimethyl-2H-pyrimido[5’,4’:4,5]pyrrolo[2,1-c][1,4]oxazine-2,4,6(1H,3H)-trione. The compound obtained upon heating with methanol in the presence of potassium carbonate was subjected to the nucleophilic attack at the carbonyl group. 7-(2-Oxopropyl)-1H-pyrrolo[2,3-d]pyrimidine derivative was formed by cleavage of the lactone ring. The treatment of ketone with diisopropyl phosphite by Abramov reaction resulted in formation of pyrimido[5’,4’:4,5] pyrrolo[2,1-c][1,4]oxazin-8-ylphosphonate, its hydrolysis was carried out by boiling in dilute hydrochloric acid. The reaction proceeded by opening of the oxazine ring, with the concomitant decarboxylation giving pyrrolo[2,3-d] pyrimidine with the 1-hydroxyphosphonoethyl substituent in position 7 of the heterocycle. The structure of the compounds obtained has been proven using NMR spectroscopy, mass-spectra and elemental analysis.

The MAP kinase p38 plays a key role in the biosynthesis of the inflammatory cytokines tumor necrosis factor alpha (TNF-alpha) and 1L-1beta. Accordingly, new pyrrolo[2, 3-]pyridine derivatives 5a-d were prepared from 2-amino-3-cyanopyrroles 3a-d via the intermediate propenylaminopyrroles 4a-d. Then the compounds 5a-d were tested for their ability to inhibit the production of TNF-alpha in vivo in rats. The most potent compounds 5a and 5b possess enhanced ability to inhibit the production of TNF-alpha stimulated with bacterial lipopolysaccharide.

Synthesis of new pyrrolo[1,2- a]quinoxalines: potential non-peptide glucagon receptor antagonists

7-Deazapurines: Synthesis of new pyrrolo[2,3-d]pyrimidin-4-ones catalyzed by a Brønsted-acidic ionic liquid as a green and reusable catalyst

Synthesis of new pyrrolo[2,3- d]pyrimidine derivatives as antibacterial and antifungal agents

The oxime (I) is treated with NCS to yield the α‐chloro oxime (II) which is converted into the nitrile oxide (III) by dehydrochlorination with triethylamine.

The three possible structural isomers of 4-(pyridyl)pyrimidine were employed for the synthesis of new pyrrolo[1,2-c]pyrimidines and new indolizines, by 1,3-dipolar cycloaddition reaction of their corresponding N-ylides generated in situ from their corresponding cycloimmonium bromides. In the case of 4-(3-pyridyl)pyrimidine and 4-(4-pyridyl)pyrimidine the quaternization reactions occur as expected at the pyridine nitrogen atom leading to pyridinium bromides and consequently to new indolizines via the corresponding pyridinium N-ylides. However, in the case of 4-(2-pyridyl)pyrimidine the steric hindrance directs the reaction to the pyrimidinium N-ylides and, subsequently, to the formation of the pyrrolo[1,2-c]pyrimidines. The new pyrrolo[1,2-c]pyrimidines and the new indolizines were structurally characterized through NMR spectroscopy. The X-ray structures of two of the starting materials, 4-(2-pyridyl)pyrimidine and 4-(4-pyridyl)pyrimidine, are also reported.

Synthesis of new pyrrolo-, and pyrido-anellated quinazolinones as potential antiproliferative agents

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Synthesis, Pim kinase inhibitory potencies and in vitro antiproliferative activities of diversely substituted pyrrolo[2,3-a]carbazoles

Synthesis of new pyrrolo [1,2-c] thiazole derivatives as potent and specific PAF-antagonists