143982-40-5

Basic information

• Product Name: Imidazo[1,2-a]pyrimidine-2-carboxaldehyde (9CI)
• Synonyms: Imidazo[1,2-a]pyrimidine-2-carboxaldehyde (9CI);IMidazo[1,2-a]pyriMidine-2-carbaldehyde;Imidazo[1,2-a]pyrimidine-2-carboxaldehyde
• CAS NO: 143982-40-5
• Molecular Formula: C₇H₅N₃O
• Molecular Weight: 147.1341
• EINECS: 1308068-626-2
• Product Categories: ALDEHYDE
• Mol File: 143982-40-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 209-211℃
• Appearance: /
• Density: 1.393 g/cm³
• PKA: 2.05±0.30(Predicted)
• CAS DataBase Reference: Imidazo[1,2-a]pyrimidine-2-carboxaldehyde (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Imidazo[1,2-a]pyrimidine-2-carboxaldehyde (9CI)(143982-40-5)
• EPA Substance Registry System: Imidazo[1,2-a]pyrimidine-2-carboxaldehyde (9CI)(143982-40-5)

Safety Data

• Hazardous Substances Data: 143982-40-5(Hazardous Substances Data)

Usage

General Description

Imidazo[1,2-a]pyrimidine-2-carboxaldehyde (9CI) is a chemical compound belonging to the imidazo[1,2-a]pyrimidine family. It is a heterocyclic compound with a six-membered ring containing nitrogen and carbon atoms. This chemical has potential applications in pharmaceutical and organic synthesis, as it possesses important pharmacological activities, including anti-inflammatory, antifungal, and antitumor properties. Imidazo[1,2-a]pyrimidine-2-carboxaldehyde (9CI) can be used as a building block in the synthesis of pharmaceutical drugs and can also serve as a starting material for the development of new chemical entities with therapeutic potential. Its versatile properties make it a valuable compound in the field of medicinal chemistry and drug discovery.

Upstream product

• 143982-38-1 2-(dichloromethyl)imidazo[1,2-a]pyrimidine 
• 79-46-9 2-nitropropane 
• 57892-71-4 2-chloromethylimidazo<1,2-a>pyrimidine 

Downstream Products

• 103-89-9 4-Methylacetanilide 

Relevant articles and documents

Toward the Synthesis of Sceptrin and Benzosceptrin: Solvent Effect in Stereo- and Regioselective [2+2] Photodimerization and Easy Access to the Fully Substituted Benzobutane

By simply switching solvents, two sets of conditions for the total regio- and stereoselective photodimerization of (E)-3-(imidazo[1,2-a]pyrimidin-2-yl)acrylic acid [(E)-7a] have been found. In acetonitrile in the presence of benzophenone as photosensitizer or in cyclohexane, the head-to-head cis-trans-cis isomer 8a was the only observable cycloadduct. In DMSO, the head-to-head trans-trans-trans isomer 10a was obtained as the unique cycloadduct. The diester 9a, derived from 8a, was cyclized to the challenging, fully substituted diimidazobenzobutane system 13 present in benzosceptrins.

Synthese et Reactions SRN1 en Serie 3-Nitroimidazopyrimidine

A new heterocyclic reductive alkylating agent, 2-chloromethyl-3-nitroimidazopyrimidine, is synthesized for the first time and shown to react under phase-transfer catalysis conditions with 2-nitropropane anion to give good yield of the C-alkylated derivative.Elimination of nitrous acid allows to obtain a new class of imidazopyrimidine derivatives bearing a trisubstituted ethylenic bond in the 2 position.The SRN1 mechanism of C-alkylation is confirmed by classical inhibition experiments by dioxygen, p-dinitrobenzene or TEMPO.