Imidazo[1,2-a]pyrimidine-3-carbaldehyde

Base Information

• Chemical Name: Imidazo[1,2-a]pyrimidine-3-carbaldehyde
• CAS No.: 106012-56-0
• Molecular Formula: C₇H₅N₃O
• Molecular Weight: 147.136
• Hs Code.: 2933990090
• NSC Number: 720775
• DSSTox Substance ID: DTXSID00328054
• Wikidata: Q82090270
• Mol file: 106012-56-0.mol

Synonyms:imidazo[1,2-a]pyrimidine-3-carbaldehyde;106012-56-0;Imidazo[1,2-a]pyrimidine-3-carboxaldehyde;NSC720775;SCHEMBL3151839;DTXSID00328054;3-Formylimidazo[1,2-a]pyrimidine;MFCD09027563;AKOS006238588;AB49199;NSC-720775;AS-30985;CS-0047682;FT-0695047;EN300-71912;A801355;Z1079126304

Chemical Property of Imidazo[1,2-a]pyrimidine-3-carbaldehyde

Chemical Property:

• Melting Point: 169-171 °C
• Refractive Index: 1.695
• PKA: 2.85±0.30(Predicted)
• PSA: 47.26000
• Density: 1.39g/cm³
• LogP: 0.54180
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 147.043261791
• Heavy Atom Count: 11
• Complexity: 162

Purity/Quality:

98%min ^*data from raw suppliers

Imidazo[1,2-a]pyrimidine-3-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN2C(=CN=C2N=C1)C=O

Technology Process of Imidazo[1,2-a]pyrimidine-3-carbaldehyde

There total 6 articles about Imidazo[1,2-a]pyrimidine-3-carbaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + imidazo[1,2-a]pyrimidine (274-95-3) → 3-formylimidazo<1,2-a>pyrimidine (106012-56-0)

Guidance literature:

With trichlorophosphate; at 90 ℃; for 5h;

Reference yield: 38.0%

2-(dichloromethyl)imidazo[1,2-a]pyrimidine (143982-38-1) → 3-formylimidazo<1,2-a>pyrimidine (106012-56-0) + 2-formylimidazo<1,2-a>pyrimidine (143982-40-5)

Guidance literature:

With calcium carbonate; In water; Heating;

DOI:10.1002/jhet.5570290403

Reference yield: 35.0%

2-aminopyrimidine (109-12-6) + 2-Bromo-malonaldehyde (2065-75-0) → 3-formylimidazo<1,2-a>pyrimidine (106012-56-0)

Guidance literature:

In ethanol; water; at 110 ℃; for 0.166667h; Inert atmosphere; Microwave irradiation; Green chemistry;

DOI:10.1016/j.tetlet.2019.151244

upstream raw materials:

2-(dichloromethyl)imidazo[1,2-a]pyrimidine

N,N-dimethyl-formamide

imidazo[1,2-a]pyrimidine

2-nitropropane

Refernces

• 1、 Roubaud, Christine,Vanelle, Patrice,Maldonado, Jose,Crozet, Michel P.. "Synthese et Reactions SRN1 en Serie 3-Nitroimidazopyrimidine". . p. 9643 - 9656. Retrieved 2007/10/02.
• 2、 -. "CERTAIN 1,4-DIHYDRO-2,6-DI-LOWER HYDROCARBYL-4-HETEROCYCLIC-3,5-PYRIDINE DICARBOXYLATES WHICH ARE USEFUL AS CALCIUM CHANNEL BLOCKERS". . . Retrieved 2008/06/13.