4-(6-iodoimidazo[1,2-a]pyridin-2-yl)-N,N-dimethylaniline

Base Information

• Chemical Name: 4-(6-iodoimidazo[1,2-a]pyridin-2-yl)-N,N-dimethylaniline
• CAS No.: 474012-75-4
• Molecular Formula: C15H14IN3
• Molecular Weight: 363.201
• DSSTox Substance ID: DTXSID40436081
• Nikkaji Number: J1.917.701G
• Wikidata: Q27216207
• Pharos Ligand ID: YQUC2WTGX5NF
• ChEMBL ID: CHEMBL78012
• Mol file: 474012-75-4.mol

Synonyms:474012-75-4;4-(6-iodoimidazo[1,2-a]pyridin-2-yl)-N,N-dimethylaniline;CHEMBL78012;4-(6-iodo-2-imidazo[1,2-a]pyridinyl)-N,N-dimethylaniline;Benzenamine, 4-(6-iodoimidazo[1,2-a]pyridin-2-yl)-N,N-dimethyl-;6-Iodo-2-(4-dimethylaminophenyl)imidazo[1,2-a]pyridine;SCHEMBL913531;DTXSID40436081;CHEBI:125592;BDBM50122787;F75063;BRD-K56622826-001-01-9;Q27216207;2-(4''-dimethylaminophenyl)-6-iodoimidazo[1,2-a]pyridine;2-(49-dimethylaminophenyl)-6-iodoimidazo[1,2-a]pyridine;6-iodo-2-(4''-dimethylamino-)phenyl-imidazo[1,2]pyridine;6-iodo-2-(4''-dimethylamino)phenyl-imidazo[1,2-a]pyridine;[4-(6-Iodo-imidazo[1,2-a]pyridin-2-yl)-phenyl]-dimethyl-amine;4-(6-iodoH-imidazo[1,2-a]pyridin-2-yl)-N,N-dimethylbenzenamine;6-iodo-2-(4''-N,N''-dimethylamino)phenylimidazo[1,2-a]pyridine)

Chemical Property of 4-(6-iodoimidazo[1,2-a]pyridin-2-yl)-N,N-dimethylaniline

Chemical Property:

• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 363.02325
• Heavy Atom Count: 19
• Complexity: 302

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)C2=CN3C=C(C=CC3=N2)I

Technology Process of 4-(6-iodoimidazo[1,2-a]pyridin-2-yl)-N,N-dimethylaniline

There total 8 articles about 4-(6-iodoimidazo[1,2-a]pyridin-2-yl)-N,N-dimethylaniline 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: 48.0%

2-amino-5-iodopyridine (20511-12-0) + 2-bromo-1-(4-(dimethylamino)phenyl)ethanone (37904-72-6) → 4-(6-iodo-imidazo[1,2-a]pyridin-2-yl)-N,N-dimethylbenzenamine (474012-75-4)

Guidance literature:

2-amino-5-iodopyridine; 2-bromo-1-(4-(dimethylamino)phenyl)ethanone; In ethanol; for 2h; Heating;

With sodium hydrogencarbonate; In ethanol; for 4h; Further stages.; Heating;

DOI:10.1021/jm020351j

Reference yield:

4-(6-bromo-imidazo[1,2-a]pyridin-2-yl)-N,N-dimethylbenzenamine (474012-67-4) → 4-(6-iodo-imidazo[1,2-a]pyridin-2-yl)-N,N-dimethylbenzenamine (474012-75-4)

Guidance literature:

4-(6-bromo-imidazo[1,2-a]pyridin-2-yl)-N,N-dimethylbenzenamine; With triethylamine; palladium; In 1,4-dioxane;

With iodine; In chloroform;

Reference yield:

[2-Bromo-1-(4-dimethylamino-phenyl)-eth-(Z)-ylidene]-(5-iodo-pyridin-2-yl)-amine → 4-(6-iodo-imidazo[1,2-a]pyridin-2-yl)-N,N-dimethylbenzenamine (474012-75-4)

Guidance literature:

With sodium hydrogencarbonate; In ethanol; for 5h; Heating;

DOI:10.1016/j.bmcl.2006.02.055

upstream raw materials:

4-(6-bromo-imidazo[1,2-a]pyridin-2-yl)-N,N-dimethylbenzenamine

2-amino-5-iodopyridine

2-bromo-1-(4-(dimethylamino)phenyl)ethanone

2,2-dibromo-1-(4-(dimethylamino)phenyl)ethan-1-one

Downstream raw materials:

2-(4′-dimethylaminophenyl)-6-imidazo[1,2-a]pyridine

C₁₉H₂₁N₃O₂S

toluene-4-sulfonic acid 3-[2-(4-dimethylamino-phenyl)-imidazo[1,2-a]pyridin-6-yl]-propyl ester

3-[2-(4-dimethylamino-phenyl)-imidazo[1,2-a]pyridin-6-yl]-propan-1-ol