[2-(4-fluorophenyl)-1-methyl-1H-benzoimidazol-4-yl]-[6-methoxy-5-(4-methylimidazol-1-yl)pyridin-2-yl]amine

Base Information

• Chemical Name: [2-(4-fluorophenyl)-1-methyl-1H-benzoimidazol-4-yl]-[6-methoxy-5-(4-methylimidazol-1-yl)pyridin-2-yl]amine
• CAS No.: 1240608-99-4
• Molecular Formula: C₂₄H₂₁FN₆O
• Molecular Weight: 428.469
• Mol file: 1240608-99-4.mol

Synonyms:[2-(4-fluorophenyl)-1-methyl-1H-benzoimidazol-4-yl]-[6-methoxy-5-(4-methylimidazol-1-yl)pyridin-2-yl]amine

Chemical Property of [2-(4-fluorophenyl)-1-methyl-1H-benzoimidazol-4-yl]-[6-methoxy-5-(4-methylimidazol-1-yl)pyridin-2-yl]amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [2-(4-fluorophenyl)-1-methyl-1H-benzoimidazol-4-yl]-[6-methoxy-5-(4-methylimidazol-1-yl)pyridin-2-yl]amine

There total 10 articles about [2-(4-fluorophenyl)-1-methyl-1H-benzoimidazol-4-yl]-[6-methoxy-5-(4-methylimidazol-1-yl)pyridin-2-yl]amine 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: 63.4%

6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridin-2-amine (1232039-16-5) + 4-bromo-2-(4-fluorophenyl)-1-methyl-1H-benzimidazole (1239719-55-1) → [2-(4-fluorophenyl)-1-methyl-1H-benzoimidazol-4-yl]-[6-methoxy-5-(4-methylimidazol-1-yl)pyridin-2-yl]amine (1240608-99-4)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; XPhos; In tert-butyl alcohol; at 100 ℃; for 3h; Inert atmosphere;

DOI:10.1021/jm201710f

Reference yield:

2,6-dibromo-3-aminopyridine (39856-57-0) → [2-(4-fluorophenyl)-1-methyl-1H-benzoimidazol-4-yl]-[6-methoxy-5-(4-methylimidazol-1-yl)pyridin-2-yl]amine (1240608-99-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 1,4-dioxane / 3 h / Reflux

2: tetrahydrofuran / 60 °C

3: caesium carbonate; potassium iodide / N,N-dimethyl-formamide / 20 °C

4: ammonium acetate / acetic acid / 1 h / 100 °C

5: copper(I) oxide; ammonia / ethylene glycol / 16 h / 100 °C

6: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; XPhos / tert-butyl alcohol / 3 h / 100 °C / Inert atmosphere

With copper(I) oxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; ammonium acetate; ammonia; caesium carbonate; potassium iodide; XPhos; In tetrahydrofuran; 1,4-dioxane; ethylene glycol; acetic acid; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1021/jm201710f

Reference yield:

6-bromo-2-methoxy-pyridin-3-ylamine (89466-18-2) → [2-(4-fluorophenyl)-1-methyl-1H-benzoimidazol-4-yl]-[6-methoxy-5-(4-methylimidazol-1-yl)pyridin-2-yl]amine (1240608-99-4)

Guidance literature:

Multi-step reaction with 5 steps

1: tetrahydrofuran / 60 °C

2: caesium carbonate; potassium iodide / N,N-dimethyl-formamide / 20 °C

3: ammonium acetate / acetic acid / 1 h / 100 °C

4: copper(I) oxide; ammonia / ethylene glycol / 16 h / 100 °C

5: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; XPhos / tert-butyl alcohol / 3 h / 100 °C / Inert atmosphere

With copper(I) oxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; ammonium acetate; ammonia; caesium carbonate; potassium iodide; XPhos; In tetrahydrofuran; ethylene glycol; acetic acid; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1021/jm201710f

upstream raw materials:

6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridin-2-amine

4-bromo-2-(4-fluorophenyl)-1-methyl-1H-benzimidazole

2,6-dibromo-3-aminopyridine

6-bromo-2-methoxy-pyridin-3-ylamine

Refernces

• 1、 -. "NOVEL SUBSTITUTED BENZOXAZOLE, BENZIMIDAZOLE, OXAZOLOPYRIDINE AND IMIDAZOPYRIDINE DERIVATIVES AS GAMMA SECRETASE MODULATORS". Page/Page column 103. . Retrieved 2010/09/17.