2-[4-(6-heptanoylimidazo[1,2-a]pyridin-8-yl)phenyl]acetic acid

Base Information

• Chemical Name: 2-[4-(6-heptanoylimidazo[1,2-a]pyridin-8-yl)phenyl]acetic acid
• CAS No.: 1933533-18-6
• Molecular Formula: C₂₂H₂₄N₂O₃
• Molecular Weight: 364.444

Synonyms:

Chemical Property of 2-[4-(6-heptanoylimidazo[1,2-a]pyridin-8-yl)phenyl]acetic acid

Chemical Property:

Purity/Quality:

≥98% ^*data from raw suppliers

Heptanoylimidazol[1,2--a]]pyridin-8-yl)phenyl)aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Heptanoylimidazol[1,2--a]]pyridin-8-yl)phenyl)acetic Acid is a novel inhibitors of serine palmitoyl transferase for the treatments of type 2 diabetes and dyslipidemia

Technology Process of 2-[4-(6-heptanoylimidazo[1,2-a]pyridin-8-yl)phenyl]acetic acid

There total 4 articles about 2-[4-(6-heptanoylimidazo[1,2-a]pyridin-8-yl)phenyl]acetic acid 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:

1-(8-bromoimidazo[1,2-a]pyridin-6-yl)heptan-1-one → 2-[4-(6-heptanoylimidazo[1,2-a]pyridin-8-yl)phenyl]acetic acid (1933533-18-6)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate; tri tert-butylphosphoniumtetrafluoroborate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / water; tetrahydrofuran / Inert atmosphere

2: potassium carbonate; water / methanol / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; water; potassium carbonate; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; methanol; water;

DOI:10.1021/acs.jmedchem.5b01851

Reference yield:

methyl 6-amino-5-bromopyridine-3-carboxylate (180340-70-9) → 2-[4-(6-heptanoylimidazo[1,2-a]pyridin-8-yl)phenyl]acetic acid (1933533-18-6)

Guidance literature:

Multi-step reaction with 6 steps

1: sodium hydroxide / methanol / 20 °C / Inert atmosphere

2: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

3: diethyl ether; tetrahydrofuran / -10 - 20 °C / Inert atmosphere

4: methanol / Reflux; Inert atmosphere

5: potassium carbonate; tri tert-butylphosphoniumtetrafluoroborate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / water; tetrahydrofuran / Inert atmosphere

6: potassium carbonate; water / methanol / Inert atmosphere

With dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; water; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; methanol; diethyl ether; water; N,N-dimethyl-formamide;

DOI:10.1021/acs.jmedchem.5b01851

Reference yield:

6-amino-5-bromopyridine-3-carboxylic acid hydrochloride → 2-[4-(6-heptanoylimidazo[1,2-a]pyridin-8-yl)phenyl]acetic acid (1933533-18-6)

Guidance literature:

Multi-step reaction with 5 steps

1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2: diethyl ether; tetrahydrofuran / -10 - 20 °C / Inert atmosphere

3: methanol / Reflux; Inert atmosphere

4: potassium carbonate; tri tert-butylphosphoniumtetrafluoroborate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / water; tetrahydrofuran / Inert atmosphere

5: potassium carbonate; water / methanol / Inert atmosphere

With dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; water; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; methanol; diethyl ether; water; N,N-dimethyl-formamide;

DOI:10.1021/acs.jmedchem.5b01851

upstream raw materials:

methyl 6-amino-5-bromopyridine-3-carboxylate

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