4-[2-(2-trimethylsilanyl-ethoxymethyl)-2H-pyrazol-3-yl]-benzoic acid ethyl ester

Base Information

Chemical Name:4-[2-(2-trimethylsilanyl-ethoxymethyl)-2H-pyrazol-3-yl]-benzoic acid ethyl ester
CAS No.:1174231-58-3
Molecular Formula:C₁₈H₂₆N₂O₃Si
Molecular Weight:346.502
Hs Code.:

Synonyms:4-[2-(2-trimethylsilanyl-ethoxymethyl)-2H-pyrazol-3-yl]-benzoic acid ethyl ester

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Chemical Property of 4-[2-(2-trimethylsilanyl-ethoxymethyl)-2H-pyrazol-3-yl]-benzoic acid ethyl ester

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Technology Process of 4-[2-(2-trimethylsilanyl-ethoxymethyl)-2H-pyrazol-3-yl]-benzoic acid ethyl ester

There total 3 articles about 4-[2-(2-trimethylsilanyl-ethoxymethyl)-2H-pyrazol-3-yl]-benzoic acid ethyl ester 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: 91.0%

: 51934-41-9
4-iodobenzoic acid ethyl ester

: 133560-57-3
1-[(2-(trimethylsilyl)ethoxy)methyl]-1H-pyrazole

: 1174231-58-3
4-[2-(2-trimethylsilanyl-ethoxymethyl)-2H-pyrazol-3-yl]-benzoic acid ethyl ester

Guidance literature:: 1-[(2-(trimethylsilyl)ethoxy)methyl]-1H-pyrazole; With 2,2,6,6-tetramethyl-piperidyl-MgCl*LiCl; In tetrahydrofuran; at 25 ℃; Inert atmosphere;

With zinc(II) chloride; In tetrahydrofuran; at 25 ℃; Inert atmosphere;

4-iodobenzoic acid ethyl ester; With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; In tetrahydrofuran; at 25 ℃; Inert atmosphere;
DOI:10.1021/ol901208d

Reference yield: 91.0%

: 51934-41-9
4-iodobenzoic acid ethyl ester

: (1-(2-trimethylsilylethoxymethyl)-pyrazol-5-yl)zinc pivalate

: 1174231-58-3
4-[2-(2-trimethylsilanyl-ethoxymethyl)-2H-pyrazol-3-yl]-benzoic acid ethyl ester

Guidance literature:: (1-(2-trimethylsilylethoxymethyl)-pyrazol-5-yl)zinc pivalate; With trifuran-2-yl-phosphane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; at 25 ℃; for 0.0333333h; Inert atmosphere; Schlenk technique;

4-iodobenzoic acid ethyl ester; In tetrahydrofuran; at 25 ℃; for 2h; Inert atmosphere; Schlenk technique;
DOI:10.1002/anie.201204526

Reference yield:

: 133560-57-3
1-[(2-(trimethylsilyl)ethoxy)methyl]-1H-pyrazole

: 1174231-58-3
4-[2-(2-trimethylsilanyl-ethoxymethyl)-2H-pyrazol-3-yl]-benzoic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex / tetrahydrofuran / 1 h / 25 °C / Inert atmosphere; Schlenk technique

1.2: 0.25 h / 25 °C / Inert atmosphere; Schlenk technique

2.1: bis(dibenzylideneacetone)-palladium⁽⁰⁾; trifuran-2-yl-phosphane / tetrahydrofuran / 0.03 h / 25 °C / Inert atmosphere; Schlenk technique

2.2: 2 h / 25 °C / Inert atmosphere; Schlenk technique

With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; trifuran-2-yl-phosphane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; 2.1: |Negishi Coupling / 2.2: |Negishi Coupling;
DOI:10.1002/anie.201204526