106012-56-0

Basic information

• Product Name: IMIDAZO[1,2-A]PYRIMIDINE-3-CARBALDEHYDE
• Synonyms: IMIDAZO[1,2-A]PYRIMIDINE-3-CARBALDEHYDE;Imidazo[1,2-a]pyrimidine-3-carboxaldehyde (9CI);Imidazo[1,2-a]pyrimidine-3-carboxaldehyde
• CAS NO: 106012-56-0
• Molecular Formula: C7H5N3O
• Molecular Weight: 147.1341
• Product Categories: ALDEHYDE
• Mol File: 106012-56-0.mol

Chemical Properties

• Melting Point: 169-171 °C
• Appearance: /
• Density: 1.39g/cm³
• Refractive Index: 1.695
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 2.85±0.30(Predicted)
• CAS DataBase Reference: IMIDAZO[1,2-A]PYRIMIDINE-3-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: IMIDAZO[1,2-A]PYRIMIDINE-3-CARBALDEHYDE(106012-56-0)
• EPA Substance Registry System: IMIDAZO[1,2-A]PYRIMIDINE-3-CARBALDEHYDE(106012-56-0)

Safety Data

• Hazardous Substances Data: 106012-56-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Imidazo[1,2-a]pyrimidine-3-carbaldehyde is utilized as a key intermediate in the synthesis of pharmaceutical compounds. Its ability to form complex molecular structures makes it instrumental in the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, Imidazo[1,2-a]pyrimidine-3-carbaldehyde serves as a precursor for the creation of bioactive molecules with pesticidal properties. Its incorporation into agrochemical products can lead to the development of more effective and targeted pest control solutions.
Used in Organic Chemistry Research:
As a valuable intermediate, Imidazo[1,2-a]pyrimidine-3-carbaldehyde is employed in organic chemistry research for exploring novel synthetic pathways and the creation of compounds with unique properties. Its reactivity allows for the expansion of chemical libraries and the discovery of new chemical entities with potential applications in various fields.

InChI:InChI=1/C7H5N3O/c11-5-6-4-9-7-8-2-1-3-10(6)7/h1-5H

Upstream product

• 143982-38-1 2-(dichloromethyl)imidazo[1,2-a]pyrimidine 
• 68-12-2 N,N-dimethyl-formamide 
• 274-95-3 imidazo[1,2-a]pyrimidine 
• 79-46-9 2-nitropropane 
• 57892-71-4 2-chloromethylimidazo<1,2-a>pyrimidine 
• 274-67-9 imidazo[1,5-a]pyrimidine 
• 109-12-6 2-aminopyrimidine 
• 2065-75-0 2-Bromo-malonaldehyde 

Relevant articles and documents

Microwave-assisted synthesis of 3-formyl substituted imidazo[1,2-a]pyridines

An efficient, metal-free method for the synthesis of 3-formyl imidazo[1,2-a]pyridines is reported. The method utilises commercially available substrates and features a broad substrate scope. The intermediate enamine was isolated and a plausible reaction mechanism proposed.

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.

C-3 Hydroxylation of Some Imidazoazines

Reactions of imidazopyridine, pyrimidine and pyrazine (1)-(3) with formaldehyde or acetaldehyde give the corresponding alcohols and secondary products characterized by 1H and 13C n.m.r.X-Ray crystallographic analysis confirms the structure of (6).The two-step sequence of n-butyllithium and reaction with aldehydes with (2)-(3) does not lead to the alcohols but to n-butyl derivatives with substituents at C(7) and C(8) respectively.