3-(4-methoxyphenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carbonitrile

Base Information

Chemical Name:3-(4-methoxyphenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carbonitrile
CAS No.:1361332-18-4
Molecular Formula:C₂₁H₂₅N₃O₂Si
Molecular Weight:379.534
Hs Code.:

Synonyms:3-(4-methoxyphenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carbonitrile

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Chemical Property of 3-(4-methoxyphenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carbonitrile

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Technology Process of 3-(4-methoxyphenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carbonitrile

There total 2 articles about 3-(4-methoxyphenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carbonitrile 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: 71.0%

: 696-62-8
para-iodoanisole

: 1361331-71-6
1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carbonitrile

: 1361332-18-4
3-(4-methoxyphenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carbonitrile

Guidance literature:: 1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carbonitrile; With 2,2,6,6-tetramethylpiperidinylmagnesium chloride; zinc(II) chloride; In tetrahydrofuran; at 25 ℃; for 2h; Inert atmosphere;

para-iodoanisole; With trifuran-2-yl-phosphane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; at 50 ℃; for 10h; regioselective reaction; Inert atmosphere;
DOI:10.1039/c2cc17804d

Reference yield:

: 141290-59-7
1H-indazole-6-carbonitrile

: 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride

: 1361332-18-4
3-(4-methoxyphenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrabutylammomium bromide; sodium hydroxide / dichloromethane; water / 3 h / Inert atmosphere

2.1: 2,2,6,6-tetramethylpiperidinylmagnesium chloride; zinc(II) chloride / tetrahydrofuran / 2 h / 25 °C / Inert atmosphere

2.2: 10 h / 50 °C / Inert atmosphere

With 2,2,6,6-tetramethylpiperidinylmagnesium chloride; tetrabutylammomium bromide; sodium hydroxide; zinc(II) chloride; In tetrahydrofuran; dichloromethane; water; 2.2: Negishi coupling reaction;
DOI:10.1039/c2cc17804d