N-(3-bromo-2-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)-4-cyclopropyl-2-methylbenzamide

Base Information

• Chemical Name: N-(3-bromo-2-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)-4-cyclopropyl-2-methylbenzamide
• CAS No.: 1198765-14-8
• Molecular Formula: C₂₄H₃₂BrNO₂Si
• Molecular Weight: 474.513
• Mol file: 1198765-14-8.mol

Synonyms:N-(3-bromo-2-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)-4-cyclopropyl-2-methylbenzamide

Chemical Property of N-(3-bromo-2-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)-4-cyclopropyl-2-methylbenzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(3-bromo-2-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)-4-cyclopropyl-2-methylbenzamide

There total 12 articles about N-(3-bromo-2-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)-4-cyclopropyl-2-methylbenzamide 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: 85.0%

3-bromo-2-[[tert-butyl(dimethyl)silyl]oxymethyl] aniline (1147531-04-1) + 4-cyclopropyl-2-methylbenzoyl chloride (1198765-13-7) → N-(3-bromo-2-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)-4-cyclopropyl-2-methylbenzamide (1198765-14-8)

Guidance literature:

With pyridine; at 20 ℃; for 1h;

Reference yield: 67.0%

4-cyclopropyl-2-methylbenzoic acid (909698-10-8) + 3-bromo-2-[[tert-butyl(dimethyl)silyl]oxymethyl] aniline (1147531-04-1) → N-(3-bromo-2-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)-4-cyclopropyl-2-methylbenzamide (1198765-14-8)

Guidance literature:

4-cyclopropyl-2-methylbenzoic acid; With thionyl chloride; for 2h; Reflux;

3-bromo-2-[[tert-butyl(dimethyl)silyl]oxymethyl] aniline; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃;

Reference yield:

4-bromo-2-methyl-benzoic acid methyl ester (99548-55-7) → N-(3-bromo-2-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)-4-cyclopropyl-2-methylbenzamide (1198765-14-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium phosphate; tricyclohexylphosphine; palladium diacetate / water; toluene / 16 h / 120 °C / Sealed tube; Inert atmosphere

2.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 2 h / 70 °C

3.1: thionyl chloride / 2 h / Reflux

3.2: 0 °C

With potassium phosphate; thionyl chloride; lithium hydroxide monohydrate; water; palladium diacetate; tricyclohexylphosphine; In tetrahydrofuran; methanol; water; toluene;

upstream raw materials:

3-bromo-2-[[tert-butyl(dimethyl)silyl]oxymethyl] aniline

4-cyclopropyl-2-methylbenzoyl chloride

(2-bromo-6-nitro-phenyl)-methanol

((2-bromo-6-nitrobenzyl)oxy)(tert-butyl)dimethylsilane

Downstream raw materials:

2-[3-Bromo-2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-3-tert-butoxymethyl-6-cyclopropyl-2H-isoquinolin-1-one

2-[3-bromo-2-(tert-butyldimethylsilanyloxymethyl)phenyl]-6-cyclopropyl-2H-isoquinolin-1-one

2-[3-Bromo-2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-6-cyclopropyl-3-methyl-2H-isoquinolin-1-one

2-(3-bromo-2-{[(tert-butyldimethylsilyl)oxy]methyl}phenyl)-6-cyclopropyl-3-hydroxy-3,4-dihydro-2H-isoquinolin-1-one