4-Imidazo[1,2-a]pyrimidin-2-ylbenzonitrile

Base Information

• Chemical Name: 4-Imidazo[1,2-a]pyrimidin-2-ylbenzonitrile
• CAS No.: 104691-51-2
• Molecular Formula: C13H8 N4
• Molecular Weight: 220.233
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID60384616
• Wikidata: Q82176872
• Mol file: 104691-51-2.mol

Synonyms:104691-51-2;4-imidazo[1,2-a]pyrimidin-2-ylbenzonitrile;4-Imidazo[1,2-a]pyrimidin-2-yl-benzonitrile;4-(Imidazo[1,2-a]pyrimidin-2-yl)benzonitrile;4-{imidazo[1,2-a]pyrimidin-2-yl}benzonitrile;HMS1437C06;Maybridge3_002162;Oprea1_761349;SCHEMBL10758019;3,4-DIMETHYLDIPHENYLETHER;DTXSID60384616;MFCD02680815;AKOS015969121;AS-8153;CCG-241126;IDI1_013549;CS-0329772;J-001230

Chemical Property of 4-Imidazo[1,2-a]pyrimidin-2-ylbenzonitrile

Chemical Property:

• Melting Point: >330 °C
• PKA: 4.23±0.30(Predicted)
• PSA: 53.98000
• Density: 1.27±0.1 g/cm3(Predicted)
• LogP: 2.26798
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 220.074896272
• Heavy Atom Count: 17
• Complexity: 313

Purity/Quality:

97% ^*data from raw suppliers

4-Imidazo[1,2-a]pyrimidin-2-yl-benzonitrile 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN2C=C(N=C2N=C1)C3=CC=C(C=C3)C#N

Technology Process of 4-Imidazo[1,2-a]pyrimidin-2-ylbenzonitrile

There total 4 articles about 4-Imidazo[1,2-a]pyrimidin-2-ylbenzonitrile 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: 69.0%

copper(I) cyanide (544-92-3) + 2-(4-iodophenyl)imidazo[1,2-a]pyrimidine (118001-69-7) → 2-(4-Cyano-phenyl)-imidazo[1,2-a]pyrimidine (104691-51-2)

Guidance literature:

In N,N-dimethyl-formamide; for 24h; Heating;

DOI:10.1002/jhet.5570250119

Reference yield: 56.8%

2-aminopyrimidine (109-12-6) + 4-Cyanophenacyl bromide (20099-89-2) → 2-(4-Cyano-phenyl)-imidazo[1,2-a]pyrimidine (104691-51-2)

Guidance literature:

Reference yield:

2-bromo-1-(4-iodophenyl)ethanone (31827-94-8) → 2-(4-Cyano-phenyl)-imidazo[1,2-a]pyrimidine (104691-51-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 2)HBr / 1) acetone, reflux, 3 h, 2) methanol, reflux, 60 min

2: 69 percent / dimethylformamide / 24 h / Heating

With hydrogen bromide; In N,N-dimethyl-formamide;

DOI:10.1002/jhet.5570250119

upstream raw materials:

copper(I) cyanide

2-(4-iodophenyl)imidazo[1,2-a]pyrimidine

2-bromo-1-(4-iodophenyl)ethanone

2-aminopyrimidine

Downstream raw materials:

4-imidazo[1,2-a]pyrimidin-2-ylbenzaldehyde

C₁₀H₈N₄