5948-68-5

Usage

Uses

Used in Pharmaceutical Synthesis:
1,2,3,4-Tetrahydro-4-(2-hydroxyphenyl)-6-Methyl-2-oxo-5-pyrimidinecarboxylic acid ethyl ester is used as a key intermediate in the synthesis of various pharmaceuticals for its unique structural features that can be further modified to create bioactive molecules.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 1,2,3,4-Tetrahydro-4-(2-hydroxyphenyl)-6-Methyl-2-oxo-5-pyrimidinecarboxylic acid ethyl ester serves as a valuable compound for research purposes, allowing scientists to explore its potential interactions with biological targets and its applicability in drug discovery.

Upstream product

• 141-97-9 ethyl acetoacetate 
• 90-02-8 salicylaldehyde 
• 57-13-6 urea 
• 89-95-2 2-methyl-benzyl alcohol 
• 90-01-7 salicylic alcohol 
• 4433-85-6 2-ethyl-3-oxobutanoic acid 

Downstream Products

• 90-02-8 salicylaldehyde 
• 1190370-77-4 C₂₄H₃₄N₄O₆ 
• 1190370-72-9 ethyl 1,3-bis-(benzimidazol-1-yl-methyl)-4-(2-hydroxy-phenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate 
• 1190370-75-2 C₂₈H₂₆N₈O₄ 
• 1190370-73-0 C₃₂H₃₂N₆O₄ 
• 1190370-76-3 C₃₂H₂₆N₄O₈ 
• 1254120-71-2 C₂₁H₂₀N₂O₅ 
• 1254120-60-9 C₁₅H₁₆N₂O₅ 
• 1264939-38-9 C₁₂H₁₄N₄O₃ 

Relevant academic research and scientific papers

Tungsten-substituted molybdophosphoric acid impregnated with kaolin: effective catalysts for the synthesis of 3,4-dihydropyrimidin-2(1: H)-ones v i a biginelli reaction

A series of highly reusable heterogeneous catalysts (10-25 wt% PMo7W5/kaolin), consisting of tungsten-substituted molybdophosphoric acid, H3PMo7W5O40·24H2O (PMo7W5) impregnated with acid treated kaolin clay was synthesized by the wetness impregnation meth

Amine-functionalized nano-NaY zeolite for the synthesis of N-acetyl pyrazoles and dihydropyrimidines

An efficient base-catalyzed synthesis of dihydropyrimidines and N-acetyl pyrazoles is reported using 1-(2-aminoethyl)piperazine-modified nano-NaY zeolite (ZeSi–AP) under mild and green conditions. The structure of the catalyst was identified by using FT-IR, XRD, TGA, DTA, DLS, SEM, TEM, and elemental analyses. This heterogeneous catalyst has many benefits, such as a simple work-up procedure, high product yield, and it is easily regenerated and reused at least for four cycles without losing its activity.

CoFe2O4?SiO2-NH2-CoII NPs: An effective magnetically recoverable catalyst for Biginelli reaction

Biginelli reaction entails acid-catalyzed one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones (DHPMs) with simply-accessible initial substances, specifically, aldehyde, urea, and active methylene compound. DHPMs have stimulated a resurgence of attention in the previous two decades because of their broad-ranging pharmacological actions and the existence of varied all-natural products. Currently, green methods to asymmetric Biginelli reaction have been researched for anti-inflammatory DHPMs. In materials chemistry, DHPMs are increasingly decision applications in the creation of materials like polymers, adhesives, fabric dyes, etc. In light of the simplicity by which the Biginelli reaction is conducted, numerous interesting prospects expect its exploitation in variety fields. CoFe2O4?SiO2-NH2-CoII is herein turned out to be an effective catalyst at a three-component Biginelli reaction. The yield of the corresponding DHPMs was rather large (20 cases; average 92 percent). Finally, we herein suggest a procedure that shows lots of advantages and benefits such as the whole lack of solvents, mild reaction conditions, comparatively short reaction times. Also, CoFe2O4?SiO2-NH2-CoII NPs catalyst has been readily recovered from the reaction combination and reused, without the decrease of catalytic action.

Synthesis and catalytic application of D-glucose derived ytterbium(III) complex in Biginelli reaction

4,6-O-Ethylidene-N-(2-hydroxybenzylidene)-β-D-glucopyranosylamine has been reacted with ytterbium(III) acetate and the resultant complex has been used as catalyst in the synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones (DHPMs). Twenty-one DHPMs have been synthesised under neat reaction condition in appreciable yields (73–96percent) and reusability of the catalyst has been established.

Natural dolomitic limestone-catalyzed synthesis of benzimidazoles, dihydropyrimidinones, and highly substituted pyridines under ultrasound irradiation

Natural dolomitic limestone (NDL) is employed as a heterogeneous green catalyst for the synthesis of medicinally valuable benzimidazoles, dihydropyrimidinones, and highly functionalized pyridines via C–N, C–C, and C–S bond formations in a mixture of ethan

Air-stable zirconium (IV)-salophen perfluorooctanesulfonate as a highly efficient and reusable catalyst for the synthesis of 3,4-dihydropyrimidin-2-(1H)-ones/thiones under solvent-free conditions

An air-stable complex of zirconium (IV)-salophen perfluorooctanesulfonate (1) was successfully synthesized by reacting Zr (salphen)Cl2 and C8F17SO3Ag. Complex 1 was characterized and studied by different techniq

An efficient protocol for the synthesis, biological screening and molecular docking studies of 3,4-dihydropyrimidine-2-one/thione derivatives

Introduction: Heterocyclic compounds are vital to life, since they constitute the most interesting part of the pharmacologically active drugs. Dihydropyrimidine-2-one/thione (DHPM) as the heterocyclic nucleus is the basic part of the most natural as well

Coumarin-chalcone hybrids targeting insulin receptor: Design, synthesis, anti-diabetic activity, and molecular docking

Four series of thirteen new coumarin-chalcone hybrids (DPCU 1–13, DPCT 1–13, DCCU 1–13 and DCCT 1–13) were designed and synthesized using Biginelli synthesis, Pechmann condensation, Acetylation, and Claisen-Schmidt reactions. Synthesized compounds were te

Zirconium (IV) porphyrin graphene oxide: a new and efficient catalyst for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones

A covalently cross-linked graphene oxide (GO) as a catalyst was prepared by a cross-linking process using the nucleophilic reaction of zirconium (IV)-coordinated 5,10,15,20-tetrakis (aminophenyl)porphyrin (ZrPPh) with carboxyl groups of the edges of GO (GO-ZrPPh). The chemical structure of catalyst was characterized by different analyses such as FT-IR, SEM, TEM, EDS, ICP, TGA and UV. All analyses confirm the occurrence of successfully covalent immobilization of ZrPPh on the GO. Also, TEM and SEM images show that ZrPPh has been immobilized in the both of the edges and the basal plane of GO. The activity of the catalyst was studied for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones via Biginelli reaction. The cross-linked catalyst is able to catalyze the reaction in short reaction times and good to excellent yields.

Phosphotungstic acid grafted zeolite imidazolate framework as an effective heterogeneous nanocatalyst for the one-pot solvent-free synthesis of 3,4-dihydropyrimidinones

Phosphotungstic acid (H3PW12O40, PTA) supported on ZIF-9(NH2) was synthesized for the first time and performed as an effective and environmental friendly catalyst in the one-pot three component Biginelli condens