(R)-(2-(2-(2-methylpyrrolidin-1-yl)ethyl)benzofuran-5-yl)(2-nitrophenyl)methanone

Base Information

• Chemical Name: (R)-(2-(2-(2-methylpyrrolidin-1-yl)ethyl)benzofuran-5-yl)(2-nitrophenyl)methanone
• CAS No.: 1610838-89-5
• Molecular Formula: C₂₂H₂₂N₂O₄
• Molecular Weight: 378.428
• Mol file: 1610838-89-5.mol

Synonyms:

Chemical Property of (R)-(2-(2-(2-methylpyrrolidin-1-yl)ethyl)benzofuran-5-yl)(2-nitrophenyl)methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(2-(2-(2-methylpyrrolidin-1-yl)ethyl)benzofuran-5-yl)(2-nitrophenyl)methanone

There total 5 articles about (R)-(2-(2-(2-methylpyrrolidin-1-yl)ethyl)benzofuran-5-yl)(2-nitrophenyl)methanone 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: 16.0%

(4-hydroxy-3-iodophenyl)(2-nitrophenyl)methanone (1610838-87-3) + (R)-1-(but-3-yn-1-yl)-2-methylpyrrolidine (460747-73-3) → (R)-(2-(2-(2-methylpyrrolidin-1-yl)ethyl)benzofuran-5-yl)(2-nitrophenyl)methanone (1610838-89-5)

Guidance literature:

(4-hydroxy-3-iodophenyl)(2-nitrophenyl)methanone; (R)-1-(but-3-yn-1-yl)-2-methylpyrrolidine; With copper(l) iodide; palladium diacetate; Tri(p-tolyl)phosphine; In acetonitrile; at 25 ℃; for 0.166667h; Inert atmosphere; Schlenk technique;

With diisopropylamine; In acetonitrile; at 60 ℃; for 16h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c3ra46392c

Reference yield:

(R)-(-)-2-methylpyrrolidine (765-38-8,41720-98-3,59335-84-1,79171-53-2) → (R)-(2-(2-(2-methylpyrrolidin-1-yl)ethyl)benzofuran-5-yl)(2-nitrophenyl)methanone (1610838-89-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / acetonitrile / 24 h / 50 °C / Inert atmosphere; Schlenk technique

2.1: palladium diacetate; Tri(p-tolyl)phosphine; copper(l) iodide / acetonitrile / 0.17 h / 25 °C / Inert atmosphere; Schlenk technique

2.2: 16 h / 60 °C / Inert atmosphere; Schlenk technique

With copper(l) iodide; palladium diacetate; potassium carbonate; Tri(p-tolyl)phosphine; In acetonitrile;

DOI:10.1039/c3ra46392c

Reference yield:

methoxybenzene (100-66-3) → (R)-(2-(2-(2-methylpyrrolidin-1-yl)ethyl)benzofuran-5-yl)(2-nitrophenyl)methanone (1610838-89-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: aluminum (III) chloride / dichloromethane; toluene / 4 h / 20 - 40 °C / Inert atmosphere; Schlenk technique

2.1: hydrogen bromide; acetic acid / 24 h / Inert atmosphere; Schlenk technique; Reflux

3.1: potassium iodide / 0.25 h / 25 °C / Inert atmosphere; Schlenk technique

3.2: 48 h / 25 °C / Inert atmosphere; Schlenk technique

4.1: palladium diacetate; Tri(p-tolyl)phosphine; copper(l) iodide / acetonitrile / 0.17 h / 25 °C / Inert atmosphere; Schlenk technique

4.2: 16 h / 60 °C / Inert atmosphere; Schlenk technique

With aluminum (III) chloride; copper(l) iodide; hydrogen bromide; palladium diacetate; acetic acid; Tri(p-tolyl)phosphine; potassium iodide; In dichloromethane; toluene; acetonitrile; 1.1: |Friedel-Crafts Acylation;

DOI:10.1039/c3ra46392c

upstream raw materials:

(4-hydroxy-3-iodophenyl)(2-nitrophenyl)methanone

(R)-1-(but-3-yn-1-yl)-2-methylpyrrolidine

(R)-(-)-2-methylpyrrolidine

methoxybenzene

Refernces