Imidazo[1,2-a]pyridine-3-propanoic acid, 6-methoxy-2-phenyl-

Base Information

• Chemical Name: Imidazo[1,2-a]pyridine-3-propanoic acid, 6-methoxy-2-phenyl-
• CAS No.: 877382-08-6
• Molecular Formula: C17H16N2O3
• Molecular Weight: 296.326
• Mol file: 877382-08-6.mol

Synonyms:

Chemical Property of Imidazo[1,2-a]pyridine-3-propanoic acid, 6-methoxy-2-phenyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Imidazo[1,2-a]pyridine-3-propanoic acid, 6-methoxy-2-phenyl-

There total 6 articles about Imidazo[1,2-a]pyridine-3-propanoic acid, 6-methoxy-2-phenyl- 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: 77.0%

methyl 3-(6-methoxy-2-phenylimidazo[1,2-a]pyridin-3-yl)propanoate (1335061-29-4) → 3-(6-methoxy-2-phenylimidazo[1,2-a]pyridin-3-yl)propanoic acid (877382-08-6)

Guidance literature:

With lithium hydroxide monohydrate; In methanol; at 20 ℃;

DOI:10.1016/j.ejmech.2011.06.030

Reference yield:

6-methoxy-2-phenylimidazolo[1,2-a]pyridine (869583-76-6) → 3-(6-methoxy-2-phenylimidazo[1,2-a]pyridin-3-yl)propanoic acid (877382-08-6)

Guidance literature:

Multi-step reaction with 4 steps

1: N-iodo-succinimide / acetonitrile / 1.5 h / 20 °C / Reflux

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 50 °C / Inert atmosphere

3: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / 20 °C

4: lithium hydroxide monohydrate / methanol / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; N-iodo-succinimide; nickel(II) chloride hexahydrate; lithium hydroxide monohydrate; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; acetonitrile; 2: Heck reaction;

DOI:10.1016/j.ejmech.2011.06.030

Reference yield:

3-iodo-6-methoxy-2-phenylimidazo[1,2-a]pyridine (869583-79-9) → 3-(6-methoxy-2-phenylimidazo[1,2-a]pyridin-3-yl)propanoic acid (877382-08-6)

Guidance literature:

Multi-step reaction with 3 steps

1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 50 °C / Inert atmosphere

2: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / 20 °C

3: lithium hydroxide monohydrate / methanol / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; nickel(II) chloride hexahydrate; lithium hydroxide monohydrate; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; 1: Heck reaction;

DOI:10.1016/j.ejmech.2011.06.030

upstream raw materials:

5-bromo-2-pyridylamine

3-iodo-6-methoxy-2-phenylimidazo[1,2-a]pyridine

(E)-methyl 3-(6-methoxy-2-phenylimidazo[1,2-a]pyridin-3-yl)acrylate

methyl 3-(6-methoxy-2-phenylimidazo[1,2-a]pyridin-3-yl)propanoate

Downstream raw materials:

3-(6-methoxy-2-phenylimidazo[1,2-a]pyridin-3-yl)-N-methylpropanamide