ethyl 3-benzoyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-4-carboxylate

Base Information

Chemical Name:ethyl 3-benzoyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-4-carboxylate
CAS No.:1361332-21-9
Molecular Formula:C₂₃H₂₈N₂O₄Si
Molecular Weight:424.572
Hs Code.:

Synonyms:ethyl 3-benzoyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-4-carboxylate

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Chemical Property of ethyl 3-benzoyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-4-carboxylate

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Technology Process of ethyl 3-benzoyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-4-carboxylate

There total 3 articles about ethyl 3-benzoyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-4-carboxylate 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: 77.0%

: 1361331-74-9
ethyl 1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-4-carboxylate

: 98-88-4
benzoyl chloride

: 1361332-21-9
ethyl 3-benzoyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-4-carboxylate

Guidance literature:: ethyl 1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-4-carboxylate; With 2,2,6,6-tetramethylpiperidinylmagnesium chloride; zinc(II) chloride; In tetrahydrofuran; at 50 ℃; for 12h; Inert atmosphere;

benzoyl chloride; With copper(I) cyanide lithium chloride; In tetrahydrofuran; at -40 - 25 ℃; for 2h; regioselective reaction; Inert atmosphere;
DOI:10.1039/c2cc17804d

Reference yield:

: 885279-45-8
ethyl 1H-indazole-4-carboxylate

: 1361332-21-9
ethyl 3-benzoyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / Inert atmosphere; Cooling with ice

1.2: 0.5 h / 20 °C / Inert atmosphere

2.1: 2,2,6,6-tetramethylpiperidinylmagnesium chloride; zinc(II) chloride / tetrahydrofuran / 12 h / 50 °C / Inert atmosphere

2.2: 2 h / -40 - 25 °C / Inert atmosphere

With 2,2,6,6-tetramethylpiperidinylmagnesium chloride; sodium hydride; zinc(II) chloride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;
DOI:10.1039/c2cc17804d

Reference yield:

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

: 1361332-21-9
ethyl 3-benzoyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / Inert atmosphere; Cooling with ice

1.2: 0.5 h / 20 °C / Inert atmosphere

2.1: 2,2,6,6-tetramethylpiperidinylmagnesium chloride; zinc(II) chloride / tetrahydrofuran / 12 h / 50 °C / Inert atmosphere

2.2: 2 h / -40 - 25 °C / Inert atmosphere

With 2,2,6,6-tetramethylpiperidinylmagnesium chloride; sodium hydride; zinc(II) chloride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;
DOI:10.1039/c2cc17804d