(R)-(3-(2-bromo-5-fluorophenyl)-1-((2-(trimethylsilyl)ethoxy)-methyl)-1H-pyrazol-4-yl)(cyclopropyl)methanamine

Base Information

• Chemical Name: (R)-(3-(2-bromo-5-fluorophenyl)-1-((2-(trimethylsilyl)ethoxy)-methyl)-1H-pyrazol-4-yl)(cyclopropyl)methanamine
• CAS No.: 959996-52-2
• Molecular Formula: C₁₉H₂₇BrFN₃OSi
• Molecular Weight: 440.431
• Mol file: 959996-52-2.mol

Synonyms:(R)-(3-(2-bromo-5-fluorophenyl)-1-((2-(trimethylsilyl)ethoxy)-methyl)-1H-pyrazol-4-yl)(cyclopropyl)methanamine

Chemical Property of (R)-(3-(2-bromo-5-fluorophenyl)-1-((2-(trimethylsilyl)ethoxy)-methyl)-1H-pyrazol-4-yl)(cyclopropyl)methanamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(3-(2-bromo-5-fluorophenyl)-1-((2-(trimethylsilyl)ethoxy)-methyl)-1H-pyrazol-4-yl)(cyclopropyl)methanamine

There total 10 articles about (R)-(3-(2-bromo-5-fluorophenyl)-1-((2-(trimethylsilyl)ethoxy)-methyl)-1H-pyrazol-4-yl)(cyclopropyl)methanamine 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:

(S)-N-((R)-(3-(2-bromo-5-fluorophenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole-4-yl)(cyclopropyl)methyl)-2-methylpropane-2-sulfonamide (959996-50-0) → (R)-(3-(2-bromo-5-fluorophenyl)-1-((2-(trimethylsilyl)ethoxy)-methyl)-1H-pyrazol-4-yl)(cyclopropyl)methanamine (959996-52-2)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; methanol;

Reference yield:

3-iodo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole-4-carbaldehyde (959996-42-0) → (R)-(3-(2-bromo-5-fluorophenyl)-1-((2-(trimethylsilyl)ethoxy)-methyl)-1H-pyrazol-4-yl)(cyclopropyl)methanamine (959996-52-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / water; 1,2-dimethoxyethane / 18 h / 80 °C / Inert atmosphere

2.1: titanium(IV) isopropylate / tetrahydrofuran / 20 h / 60 °C

2.2: 60 °C

3.1: dichloromethane; tetrahydrofuran / 0.5 h / -78 °C

4.1: hydrogenchloride / 1,4-dioxane; methanol / 1 h

With titanium(IV) isopropylate; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane; water;

DOI:10.1021/jm301741t

Reference yield:

(S)-N-((R)-(3-(2-bromo-5-fluorophenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-4-yl)(cyclopropyl)methyl)-2-methylpropane-2-sulfinamide → (R)-(3-(2-bromo-5-fluorophenyl)-1-((2-(trimethylsilyl)ethoxy)-methyl)-1H-pyrazol-4-yl)(cyclopropyl)methanamine (959996-52-2)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; methanol; for 1h;

DOI:10.1021/jm301741t

upstream raw materials:

(S)-N-((R)-(3-(2-bromo-5-fluorophenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole-4-yl)(cyclopropyl)methyl)-2-methylpropane-2-sulfonamide

3-iodo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole-4-carbaldehyde

3-iodo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-4-carboxylic acid ethyl ester

1-bromo-4-fluoro-2-iodobenzene

Downstream raw materials:

(R)-N-((3-(2-bromo-5-fluorophenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-4-yl)(cyclopropyl)methyl)-6-(trifluoromethyl)pyridine-3-sulfonamide