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

Base Information

• Chemical Name: 2-(2-(dimethylamino)ethoxy)-4-(1H-pyrazol-4-yl)aniline
• CAS No.: 1072906-07-0
• Molecular Formula: C₁₃H₁₈N₄O
• Molecular Weight: 246.312
• Mol file: 1072906-07-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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

There total 5 articles about 2-(2-(dimethylamino)ethoxy)-4-(1H-pyrazol-4-yl)aniline 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:

4-bromo-2-fluoronitrobenzene (321-23-3) → 2-(2-(dimethylamino)ethoxy)-4-(1H-pyrazol-4-yl)aniline (1072906-07-0)

Guidance literature:

Multi-step reaction with 3 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

3: tin(ll) chloride / ethyl acetate / 20 °C

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

DOI:10.1016/j.bmc.2019.02.047

Reference yield:

N,N-dimethyl-2-(2-nitro-5-(1H-pyrazol-4-yl)phenoxy)ethanamine (1623130-33-5) → 2-(2-(dimethylamino)ethoxy)-4-(1H-pyrazol-4-yl)aniline (1072906-07-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; for 29h;

Reference yield:

pyrazole-4-boronic acid pinacol ester (269410-08-4) + 4-bromo-2-(2-(dimethylamino)ethoxy)aniline (1072906-05-8) → 2-(2-(dimethylamino)ethoxy)-4-(1H-pyrazol-4-yl)aniline (1072906-07-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; water; at 90 - 100 ℃; Inert atmosphere;

DOI:10.1021/jm800986w

upstream raw materials:

pyrazole-4-boronic acid pinacol ester

4-bromo-2-(2-(dimethylamino)ethoxy)aniline

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

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

Downstream raw materials:

SR 3850

Refernces

• 1、 -. "PHENYLPYRAZOLE DERIVATIVES AS POTENT ROCK1 AND ROCK2 INHIBITORS". . . Retrieved 2014/09/16.