N-(2-bromobenzyl)-2-iodo-N-((trimethylsilyl)ethynyl)benzamide

Base Information

• Chemical Name: N-(2-bromobenzyl)-2-iodo-N-((trimethylsilyl)ethynyl)benzamide
• CAS No.: 742699-02-1
• Molecular Formula: C₁₉H₁₉BrINOSi
• Molecular Weight: 512.26
• Mol file: 742699-02-1.mol

Synonyms:N-(2-bromobenzyl)-2-iodo-N-((trimethylsilyl)ethynyl)benzamide

Chemical Property of N-(2-bromobenzyl)-2-iodo-N-((trimethylsilyl)ethynyl)benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2-bromobenzyl)-2-iodo-N-((trimethylsilyl)ethynyl)benzamide

There total 4 articles about N-(2-bromobenzyl)-2-iodo-N-((trimethylsilyl)ethynyl)benzamide 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: 72.0%

N-(2-bromobenzyl)-2-iodobenzamide (136582-33-7) + (2-(trimethylsilyl)ethynyl)(phenyl)iodonium trifluoromethanesulfonate → N-(2-bromobenzyl)-2-iodo-N-((trimethylsilyl)ethynyl)benzamide (742699-02-1)

Guidance literature:

With potassium hexamethylsilazane; In toluene; at 20 ℃;

DOI:10.1021/ol049302m

Reference yield: 72.0%

N-(2-bromobenzyl)-2-iodobenzamide (136582-33-7) + phenyl(trimethylsilylethynyl)iodonium triflate (133816-00-9) → N-(2-bromobenzyl)-2-iodo-N-((trimethylsilyl)ethynyl)benzamide (742699-02-1)

Guidance literature:

With potassium hexamethylsilazane; In toluene; at 20 ℃; for 24h;

DOI:10.1016/j.tet.2005.11.089

Reference yield:

2-Iodobenzoic acid (88-67-5) → N-(2-bromobenzyl)-2-iodo-N-((trimethylsilyl)ethynyl)benzamide (742699-02-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / N-ethyl-N'-(3-(dimethylaminio)propyl)carbodiimide*HCl; DMAP / CH₂Cl₂; tetrahydrofuran / 12 h / 0 - 20 °C

2: 72 percent / KHMDS / toluene / 24 h / 20 °C

With dmap; potassium hexamethylsilazane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1016/j.tet.2005.11.089

upstream raw materials:

N-(2-bromobenzyl)-2-iodobenzamide

phenyl(trimethylsilylethynyl)iodonium triflate

2-Iodobenzoic acid

2-bromobenzylamine

Downstream raw materials:

N-(2-bromobenzyl)-N-ethynyl-2-iodobenzamide