3-Imidazo[1,2-a]pyrimidin-2-ylaniline

Base Information

• Chemical Name: 3-Imidazo[1,2-a]pyrimidin-2-ylaniline
• CAS No.: 439108-84-6
• Molecular Formula: C₁₂H₁₀N₄
• Molecular Weight: 210.238
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID601327900
• Pharos Ligand ID: X45WH6QQVNMX
• ChEMBL ID: CHEMBL1528830
• Mol file: 439108-84-6.mol

Synonyms:439108-84-6;3-imidazo[1,2-a]pyrimidin-2-ylaniline;3-(imidazo[1,2-a]pyrimidin-2-yl)aniline;3-{imidazo[1,2-a]pyrimidin-2-yl}aniline;3-imidazo[1,2-a]pyrimidin-2-ylphenylamine;Oprea1_669493;MLS000719192;CHEMBL1528830;SCHEMBL15101480;DTXSID601327900;HMS2717P03;MFCD03012714;STK689775;AKOS000163910;SMR000291460;EN300-43803;Benzenamine, 3-imidazo[1,2-a]pyrimidin-2-yl-;4T-0617;F2125-0006;Z316174606

Chemical Property of 3-Imidazo[1,2-a]pyrimidin-2-ylaniline

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 210.090546336
• Heavy Atom Count: 16
• Complexity: 245

Purity/Quality:

99% ^*data from raw suppliers

3-imidazo[1,2-a]pyrimidin-2-ylphenylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)N)C2=CN3C=CC=NC3=N2

Technology Process of 3-Imidazo[1,2-a]pyrimidin-2-ylaniline

There total 2 articles about 3-Imidazo[1,2-a]pyrimidin-2-ylaniline 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: 62.0%

2-(3-Nitrophenyl)imidazo[1,2-a]pyrimidine (134044-50-1) → 3-(imidazo[1,2-a]pyrimidin-2-yl)aniline (439108-84-6)

Guidance literature:

2-(3-Nitrophenyl)imidazo[1,2-a]pyrimidine; With hydrogenchloride; tin(II) chloride dihdyrate; In ethanol; water; for 30h; Inert atmosphere; Reflux;

With sodium hydroxide; In ethanol; water;

DOI:10.1021/acs.jmedchem.0c02064

Reference yield:

3'-nitro-2-bromoacetophenone (2227-64-7) → 3-(imidazo[1,2-a]pyrimidin-2-yl)aniline (439108-84-6)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / 18 h / Inert atmosphere; Reflux

2: hydrogenchloride; tin(II) chloride dihdyrate / ethanol; water / 30 h / Inert atmosphere; Reflux

With hydrogenchloride; tin(II) chloride dihdyrate; In ethanol; water;

DOI:10.1021/acs.jmedchem.0c02064

Reference yield: 49.0%

4,5-dibromopyrrol-2-yl trichloromethyl ketone (50371-52-3) + 3-(imidazo[1,2-a]pyrimidin-2-yl)aniline (439108-84-6) → 4,5-dibromo-N-(3-(imidazo[1,2-a]pyrimidin-2-yl)phenyl)-1H-pyrrole-2-carboxamide

Guidance literature:

With triethylamine; at 60 ℃;

DOI:10.1021/acs.jmedchem.0c02064

upstream raw materials:

3'-nitro-2-bromoacetophenone

2-(3-Nitrophenyl)imidazo[1,2-a]pyrimidine