4-(Imidazo[1,2-a]pyridin-2-yl)aniline

Base Information

• Chemical Name: 4-(Imidazo[1,2-a]pyridin-2-yl)aniline
• CAS No.: 139705-74-1
• Molecular Formula: C13H11N3
• Molecular Weight: 209.25
• Hs Code.: 2933990090
• European Community (EC) Number: 825-305-3
• DSSTox Substance ID: DTXSID00351307
• Nikkaji Number: J1.118.399I
• Wikidata: Q72482601
• Mol file: 139705-74-1.mol

Synonyms:139705-74-1;4-(imidazo[1,2-a]pyridin-2-yl)aniline;4-imidazo[1,2-a]pyridin-2-ylaniline;4-Imidazo[1,2-a]pyridin-2-yl-phenylamine;2-(4-Aminophenyl)imidazo[1,2-a]pyridine;4-{imidazo[1,2-a]pyridin-2-yl}aniline;4-Imidazo[1,2-a]pyridin-2-ylphenylamine;TimTec1_007065;Oprea1_061485;Oprea1_571115;SCHEMBL979566;F1912-0016;CCG-491;DTXSID00351307;FPCHINCJTRAFAK-UHFFFAOYSA-N;HMS1554B03;MFCD00107394;STK005523;AKOS000111118;4-(Imidazo[1,2-a]pyrid-2-yl)aniline;4-(imidazo[1,2-a]pyridin-2-yl)phenylamine;BB 0246033;FT-0680397;4-(Imidazo[1,2-a]pyridin-2-yl)-phenylamine;EN300-02632;4T-0615;SR-01000397549;J-513755;SR-01000397549-1;Z57493582

Chemical Property of 4-(Imidazo[1,2-a]pyridin-2-yl)aniline

Chemical Property:

• Melting Point: 204-206 ºC
• Refractive Index: 1.68
• PKA: 6.97±0.50(Predicted)
• PSA: 43.32000
• Density: 1.24 g/cm³
• LogP: 3.16470
• Storage Temp.: 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 209.095297364
• Heavy Atom Count: 16
• Complexity: 235

Purity/Quality:

99% ^*data from raw suppliers

4-Imidazo[1,2-a]pyridin-2-ylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NC(=CN2C=C1)C3=CC=C(C=C3)N
• Uses: 4-Imidazo[1,2-a]pyridin-2-ylaniline is an intermediate used in the preparation of new imidazopyridines as angiotensin antagonists with antihypertensive activity.

Technology Process of 4-(Imidazo[1,2-a]pyridin-2-yl)aniline

There total 9 articles about 4-(Imidazo[1,2-a]pyridin-2-yl)aniline 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: 84.0%

2-(4-nitrophenyl)imidazo[1,2-a]pyridine (3323-26-0) → 2-(4-aminophenyl)imidazo<1,2-a>pyridine (139705-74-1)

Guidance literature:

With hydrogen; Raney-nickel; In ethanol; ethyl acetate; at 20 ℃; under 2585.81 Torr;

Reference yield: 76.0%

→ 2-(4-aminophenyl)imidazo<1,2-a>pyridine (139705-74-1)

Guidance literature:

With tin(II) chloride dihdyrate; In ethanol; for 6h; Reflux;

Reference yield: 56.0%

2-Bromoimidazo[1,2-a]pyridine (112581-95-0) + 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline (214360-73-3) → 2-(4-aminophenyl)imidazo<1,2-a>pyridine (139705-74-1)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; In N,N-dimethyl-formamide; at 70 ℃; for 16h; Inert atmosphere;

DOI:10.1039/d0ra08442e

upstream raw materials:

2-(4-nitrophenyl)imidazo[1,2-a]pyridine

2-aminopyridine

4-Nitrophenacyl bromide

2-Bromoimidazo[1,2-a]pyridine

Downstream raw materials:

N-(4-(imidazo[1,2-a]pyridin-2-yl)-phenyl)-2,2,2-trifluoroacetamide

N-(4-(imidazo[1,2-a]pyridin-2-yl)-phenyl)-N-methyl-2,2,2-trifluoroacetamide

(1R,3S)-3-propionylamino-cyclopentanecarboxylic acid N-[4-(imidazo[1,2-a]pyridin-2-yl)phenyl]-N-methyl-amide

N-(4-(Imidazo[1,2-a]pyridin-2-yl)phenyl)-3-methoxybenzamide

Refernces

• 1、 Hu, Min-Qi,Li, Heng,Lin, Ying,Tang, Jie,Tang, Wei,Tong, Xian-Kun,Yang, Fan,Yu, Li-Fang,Zhang, Ying,Zuo, Jian-Ping. "1-Phenyl-: N -(benzothiazol-2-yl)methanimine derivatives as Middle East respiratory syndrome coronavirus inhibitors". . p. 43299 - 43311. Retrieved 2020/12/25.
• 2、 -. "The flocculated acryloyldimethyltauric molecule ligand". Paragraph 0420; 0689; 0690. . Retrieved 2016/10/08.