N,N-dimethyl-2-(2-nitro-5-(1H-pyrazol-4-yl)phenoxy)ethanamine

Base Information

• Chemical Name: N,N-dimethyl-2-(2-nitro-5-(1H-pyrazol-4-yl)phenoxy)ethanamine
• CAS No.: 1623130-33-5
• Molecular Formula: C₁₃H₁₆N₄O₃
• Molecular Weight: 276.295
• Mol file: 1623130-33-5.mol

Synonyms:N,N-dimethyl-2-(2-nitro-5-(1H-pyrazol-4-yl)phenoxy)ethanamine

Chemical Property of N,N-dimethyl-2-(2-nitro-5-(1H-pyrazol-4-yl)phenoxy)ethanamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N-dimethyl-2-(2-nitro-5-(1H-pyrazol-4-yl)phenoxy)ethanamine

There total 4 articles about N,N-dimethyl-2-(2-nitro-5-(1H-pyrazol-4-yl)phenoxy)ethanamine 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: 46.0%

tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole-1-carboxylate (552846-17-0) + 2-(5-bromo-2-nitrophenoxy)-N,N-dimethylethanamine (1072906-04-7) → N,N-dimethyl-2-(2-nitro-5-(1H-pyrazol-4-yl)phenoxy)ethanamine (1623130-33-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; sodium carbonate; In 1,2-dimethoxyethane; for 2.5h; Reflux; Inert atmosphere;

Reference yield:

4-bromo-2-fluoronitrobenzene (321-23-3) → N,N-dimethyl-2-(2-nitro-5-(1H-pyrazol-4-yl)phenoxy)ethanamine (1623130-33-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / mineral oil; tetrahydrofuran / 0 - 20 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 100 °C / Alkaline conditions; Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; In tetrahydrofuran; 1,4-dioxane; water; mineral oil; 2: |Suzuki Coupling;

DOI:10.1016/j.bmc.2019.02.047

Reference yield:

2-(5-bromo-2-nitrophenoxy)-N,N-dimethylethanamine (1072906-04-7) → N,N-dimethyl-2-(2-nitro-5-(1H-pyrazol-4-yl)phenoxy)ethanamine (1623130-33-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 100 ℃; Alkaline conditions; Inert atmosphere;

DOI:10.1016/j.bmc.2019.02.047

upstream raw materials:

tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole-1-carboxylate

2-(5-bromo-2-nitrophenoxy)-N,N-dimethylethanamine

4-bromo-2-fluoronitrobenzene

Downstream raw materials:

2-(2-(dimethylamino)ethoxy)-4-(1H-pyrazol-4-yl)aniline

SR 3850