1-methyl-3-[[1,1'-biphenyl-5-(N-(2-hydroxyethyl)aminocarbonyl)-4’-(t-butyl)]-3-yl]quinoxalinium iodide

Base Information

• Chemical Name: 1-methyl-3-[[1,1'-biphenyl-5-(N-(2-hydroxyethyl)aminocarbonyl)-4’-(t-butyl)]-3-yl]quinoxalinium iodide
• CAS No.: 1446862-59-4
• Molecular Formula: C₂₈H₃₀N₃O₂*I
• Molecular Weight: 567.47

Synonyms:1-methyl-3-[[1,1'-biphenyl-5-(N-(2-hydroxyethyl)aminocarbonyl)-4’-(t-butyl)]-3-yl]quinoxalinium iodide

Chemical Property of 1-methyl-3-[[1,1'-biphenyl-5-(N-(2-hydroxyethyl)aminocarbonyl)-4’-(t-butyl)]-3-yl]quinoxalinium iodide

Chemical Property:

Purity/Quality:

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Technology Process of 1-methyl-3-[[1,1'-biphenyl-5-(N-(2-hydroxyethyl)aminocarbonyl)-4’-(t-butyl)]-3-yl]quinoxalinium iodide

There total 9 articles about 1-methyl-3-[[1,1'-biphenyl-5-(N-(2-hydroxyethyl)aminocarbonyl)-4’-(t-butyl)]-3-yl]quinoxalinium iodide 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: 100.0%

2-[[1,1'-biphenyl-5-(N-(2-hydroxyethyl)aminocarboxy)-4’-(t-butyl)]-3-yl]quinoxaline (1446863-05-3) + methyl iodide (74-88-4) → 1-methyl-3-[[1,1'-biphenyl-5-(N-(2-hydroxyethyl)aminocarbonyl)-4’-(t-butyl)]-3-yl]quinoxalinium iodide (1446862-59-4)

Guidance literature:

at 70 ℃; regioselective reaction; Sealed tube;

DOI:10.1016/j.bmcl.2013.06.048

Reference yield:

methyl 3-bromo-5-iodobenzoate (188813-07-2) → 1-methyl-3-[[1,1'-biphenyl-5-(N-(2-hydroxyethyl)aminocarbonyl)-4’-(t-butyl)]-3-yl]quinoxalinium iodide (1446862-59-4)

Guidance literature:

Multi-step reaction with 7 steps

1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 3 h / 100 °C

2: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 16 h / 80 °C

3: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 1 h / 100 °C

4: lithium hydroxide monohydrate / water; tetrahydrofuran / 50 °C

5: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1 h / 20 °C

6: triethylamine / dichloromethane / 1 h / 17 - 20 °C

7: 70 °C / Sealed tube

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; lithium hydroxide monohydrate; potassium acetate; potassium carbonate; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; 3: |Suzuki Coupling;

DOI:10.1016/j.bmcl.2013.06.048

Reference yield:

p-tert-butylphenylboronic acid (123324-71-0) → 1-methyl-3-[[1,1'-biphenyl-5-(N-(2-hydroxyethyl)aminocarbonyl)-4’-(t-butyl)]-3-yl]quinoxalinium iodide (1446862-59-4)

Guidance literature:

Multi-step reaction with 7 steps

1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 3 h / 100 °C

2: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 16 h / 80 °C

3: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 1 h / 100 °C

4: lithium hydroxide monohydrate / water; tetrahydrofuran / 50 °C

5: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1 h / 20 °C

6: triethylamine / dichloromethane / 1 h / 17 - 20 °C

7: 70 °C / Sealed tube

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; lithium hydroxide monohydrate; potassium acetate; potassium carbonate; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; 3: |Suzuki Coupling;

DOI:10.1016/j.bmcl.2013.06.048

upstream raw materials:

2-[[1,1'-biphenyl-5-(N-(2-hydroxyethyl)aminocarboxy)-4’-(t-butyl)]-3-yl]quinoxaline

methyl iodide

2-bromo-quinoxaline

methyl 3-bromo-5-iodobenzoate

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