4-bromo-2-(4-methoxybenzyl)-5-(4-methoxyphenyl)-3-(4-methylphenyl)pyrazole-1-oxide

Base Information

Chemical Name:4-bromo-2-(4-methoxybenzyl)-5-(4-methoxyphenyl)-3-(4-methylphenyl)pyrazole-1-oxide
CAS No.:438193-72-7
Molecular Formula:C₂₅H₂₃BrN₂O₃
Molecular Weight:479.373
Hs Code.:

Synonyms:4-bromo-2-(4-methoxybenzyl)-5-(4-methoxyphenyl)-3-(4-methylphenyl)pyrazole-1-oxide

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Chemical Property of 4-bromo-2-(4-methoxybenzyl)-5-(4-methoxyphenyl)-3-(4-methylphenyl)pyrazole-1-oxide

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Technology Process of 4-bromo-2-(4-methoxybenzyl)-5-(4-methoxyphenyl)-3-(4-methylphenyl)pyrazole-1-oxide

There total 4 articles about 4-bromo-2-(4-methoxybenzyl)-5-(4-methoxyphenyl)-3-(4-methylphenyl)pyrazole-1-oxide 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: 72.0%

: 624-31-7
4-tolyl iodide

: 438193-70-5
3,4-dibromo-2-(4-methoxybenzyl)-5-(4-methoxyphenyl)pyrazole-1-oxide

: 438193-72-7
4-bromo-2-(4-methoxybenzyl)-5-(4-methoxyphenyl)-3-(4-methylphenyl)pyrazole-1-oxide

Guidance literature:: 3,4-dibromo-2-(4-methoxybenzyl)-5-(4-methoxyphenyl)pyrazole-1-oxide; With isopropylmagnesium chloride; In tetrahydrofuran; at -78 ℃; for 0.25h;

With zinc(II) chloride; In tetrahydrofuran; at -78 - 20 ℃; for 0.75h;

4-tolyl iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 60 ℃; for 10h; Further stages.;
DOI:10.1021/jo015997i

Reference yield:

: 696-62-8
para-iodoanisole

: 438193-72-7
4-bromo-2-(4-methoxybenzyl)-5-(4-methoxyphenyl)-3-(4-methylphenyl)pyrazole-1-oxide

Guidance literature:: Multi-step reaction with 3 steps

1.1: i-PrMgCl / tetrahydrofuran / 0.5 h / 20 °C

1.2: ZnCl₂ / tetrahydrofuran / 0.5 h / 20 °C

1.3: 95 percent / Pd(PPh₃)4 / tetrahydrofuran / 3 h / 60 °C

2.1: 98 percent / NBS / acetonitrile / 4 h / 0 - 20 °C

3.1: i-PrMgCl / tetrahydrofuran / 0.25 h / -78 °C

3.2: ZnCl₂ / tetrahydrofuran / 0.75 h / -78 - 20 °C

3.3: 72 percent / Pd(PPh₃)4 / tetrahydrofuran / 10 h / 60 °C

With N-Bromosuccinimide; isopropylmagnesium chloride; In tetrahydrofuran; acetonitrile;
DOI:10.1021/jo015997i

Reference yield:

: 145162-48-7
2-(p-methoxybenzyl)pyrazole 1-oxide

: 438193-72-7
4-bromo-2-(4-methoxybenzyl)-5-(4-methoxyphenyl)-3-(4-methylphenyl)pyrazole-1-oxide

Guidance literature:: Multi-step reaction with 3 steps

1.1: i-PrMgCl / tetrahydrofuran / 0.5 h / 20 °C

1.2: ZnCl₂ / tetrahydrofuran / 0.5 h / 20 °C

1.3: 95 percent / Pd(PPh₃)4 / tetrahydrofuran / 3 h / 60 °C

2.1: 98 percent / NBS / acetonitrile / 4 h / 0 - 20 °C

3.1: i-PrMgCl / tetrahydrofuran / 0.25 h / -78 °C

3.2: ZnCl₂ / tetrahydrofuran / 0.75 h / -78 - 20 °C

3.3: 72 percent / Pd(PPh₃)4 / tetrahydrofuran / 10 h / 60 °C

With N-Bromosuccinimide; isopropylmagnesium chloride; In tetrahydrofuran; acetonitrile;
DOI:10.1021/jo015997i