4-Bromo-N-isopropyl-3-methylbenzamide

Base Information

• Chemical Name: 4-Bromo-N-isopropyl-3-methylbenzamide
• CAS No.: 1020252-77-0
• Molecular Formula: C₁₁H₁₄BrNO
• Molecular Weight: 256.142
• Hs Code.: 2924299090
• Mol file: 1020252-77-0.mol

Synonyms:Bromides;((4-Bromo-3-methylphenyl)carbonyl)morpholine;(4-Bromo-3-methylphenyl)(morpholino)methanone;(3-Bromobenzoyl)pyrrolidine;(3-Bromophenyl)(pyrrolidin-1-yl)methanone;(4-Bromo-2-fluorophenyl)(4-methoxybenzyl)sulfane;S-(4-Methoxybenzyl) 4-bromo-2-fluorothiophenol;(4-Bromo-3-methylphenyl)(pyrrolidin-1-yl)methanone

Chemical Property of 4-Bromo-N-isopropyl-3-methylbenzamide

Chemical Property:

• Melting Point: 45-46°C
• PSA: 29.10000
• LogP: 3.28660

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Bromo-N-isopropyl-3-methylbenzamide

There total 1 articles about 4-Bromo-N-isopropyl-3-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: 100.0%

4-bromo-3-methylbenzoic acid (7697-28-1) + isopropylamine (75-31-0) → 4-bromo-N-isopropyl-3-methylbenzamide (1020252-77-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; at 0 - 20 ℃; for 1h;

Reference yield:

4-bromo-N-isopropyl-3-methylbenzamide (1020252-77-0) → tert-butyl {[trans-4-({(2S)-3-[4'-(isopropylcarbamoyl)-2'-methylbiphenyl-4-yl]-1-oxo-1-[(4-{5-[1,1,2,2-tetrafluoro-3-(methylamino)-3-oxopropyl]-4H-1,2,4-triazol-3-yl}phenyl)amino]propan-2-yl}carbamoyl)cyclohexyl]methyl}carbamate

Guidance literature:

Multi-step reaction with 3 steps

1.1: bis(pinacol)diborane; potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 100 °C / Inert atmosphere

1.2: 85 °C / Inert atmosphere

2.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 3 h / 20 °C

3.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide; ethyl acetate / 3 h / Reflux

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; lithium hydroxide monohydrate; potassium acetate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; bis(pinacol)diborane; In tetrahydrofuran; 1,4-dioxane; water; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

4-bromo-N-isopropyl-3-methylbenzamide (1020252-77-0) → 4'-{(2S)-2-({[trans-4-(aminomefhyl)cyclohexyl]carbonyl}amino)-3-[(1-methyl-2-oxo-2,3-dihydro-1H-benzimidazol-5-yl)amino]-3-oxopropyl}-N-isopropyl-2-methylbiphenyl-4-carboxamide hydrochloride

Guidance literature:

Multi-step reaction with 4 steps

1.1: bis(pinacol)diborane; potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 100 °C / Inert atmosphere

1.2: 85 °C / Inert atmosphere

2.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 3 h / 20 °C

3.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine / ethyl acetate / 3 h / Reflux

4.1: hydrogenchloride / 1,4-dioxane / 72 h / 20 °C

With hydrogenchloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; lithium hydroxide monohydrate; potassium acetate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; bis(pinacol)diborane; In tetrahydrofuran; 1,4-dioxane; water; ethyl acetate;

upstream raw materials:

4-bromo-3-methylbenzoic acid

isopropylamine

Refernces