Imidazo(1,2-a)pyridine-3-acetic acid, 2-(p-chlorophenyl)-

Base Information

• Chemical Name: Imidazo(1,2-a)pyridine-3-acetic acid, 2-(p-chlorophenyl)-
• CAS No.: 17745-06-1
• Molecular Formula: C15H11ClN2O2
• Molecular Weight: 286.713
• DSSTox Substance ID: DTXSID40170312
• Nikkaji Number: J40.939A
• Wikidata: Q83040223
• Mol file: 17745-06-1.mol

Synonyms:17745-06-1;Imidazo(1,2-a)pyridine-3-acetic acid, 2-(p-chlorophenyl)-;2-[2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]acetic acid;2-(2-(4-Chlorophenyl)imidazo[1,2-a]pyridin-3-yl)acetic acid;2-[2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]aceticacid;BRN 0808276;2-(p-Chlorophenyl)imidazo(1,2-a)pyridine-3-acetic acid;2-(4-Chlorophenyl)imidazo[1,2-a]pyridine-3-acetic acid;[2-(4-Chloro-phenyl)-imidazo[1,2-a]pyridin-3-yl]-acetic acid;SCHEMBL8208;DTXSID40170312;MFCD09886005;AKOS015945962;FT-0744414;J-502724;2-(4-chlorophenyl)-imidazo[1,2-a]pyridine-3-acetic acid;[2-(4-CHLOROPHENYL)IMIDAZO[1,2-A]PYRIDIN-3-YL]ACETIC ACID;2-[8-(4-chlorophenyl)-1,7-diazabicyclo[4.3.0]nona-2,4,6,8-tetraen-9-yl]acetic acid

Chemical Property of Imidazo(1,2-a)pyridine-3-acetic acid, 2-(p-chlorophenyl)-

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 54.60000
• Density: 1.37g/cm³
• LogP: 3.28180
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 286.0509053
• Heavy Atom Count: 20
• Complexity: 358

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NC(=C(N2C=C1)CC(=O)O)C3=CC=C(C=C3)Cl

Technology Process of Imidazo(1,2-a)pyridine-3-acetic acid, 2-(p-chlorophenyl)-

There total 5 articles about Imidazo(1,2-a)pyridine-3-acetic acid, 2-(p-chlorophenyl)- 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: 82.0%

2-[2-(4-chloro-phenyl)-imidazo[1,2-a]pyridin-3-yl]-acetamide (21801-83-2) → [2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]acetic acid (17745-06-1)

Guidance literature:

With potassium hydroxide; In ethanol; for 8h; Heating;

Reference yield:

C19H15ClN2O4 → [2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]acetic acid (17745-06-1)

Guidance literature:

With acetic acid; for 4h; Reflux;

DOI:10.1007/s10593-019-02432-6

Reference yield:

2-(4-chlorophenyl)imidazolo[1,2-a]pyridine (38922-74-6) → [2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]acetic acid (17745-06-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 85 percent / acetic acid / H₂O / 4 h / 50 - 55 °C

2.1: MeI / CH₂Cl₂ / 24 h / 20 °C

2.2: H₂O / 4 h / Heating

3.1: 82 percent / aq. KOH / ethanol / 8 h / Heating

With potassium hydroxide; acetic acid; methyl iodide; In ethanol; dichloromethane; water;

upstream raw materials:

2-[2-(4-chloro-phenyl)-imidazo[1,2-a]pyridin-3-yl]-acetamide

2-(4-chlorophenyl)imidazolo[1,2-a]pyridine

1-(2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)-N,N-dimethylmethanamine

Refernces

• 1、 Lange,Karolak-Wojciechowska,Wejroch,Rump. "A structure-activity relationship study of the affinity of selected imidazo[1,2-a]pyridine derivatives, congeners of zolpidem, for the ω1-subtype of the benzodiazepine receptor". . p. 43 - 52. Retrieved 2007/10/03.