4-chloro-5-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrolo[2,3-b]pyridine

Base Information

Chemical Name:4-chloro-5-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrolo[2,3-b]pyridine
CAS No.:1420885-93-3
Molecular Formula:C14H18ClF3N2OSi
Molecular Weight:350.843
Hs Code.:
Mol file:1420885-93-3.mol

Synonyms:4-chloro-5-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrolo[2,3-b]pyridine

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Chemical Property of 4-chloro-5-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrolo[2,3-b]pyridine

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Technology Process of 4-chloro-5-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrolo[2,3-b]pyridine

There total 2 articles about 4-chloro-5-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrolo[2,3-b]pyridine 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: 59.0%

: 680-15-9
2,2-difluoro-2-(fluorosulfonyl)acetate

: 1420885-92-2
4-chloro-5-iodo-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrolo-[2,3-b]pyridine

: 1420885-93-3
4-chloro-5-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrolo[2,3-b]pyridine

Guidance literature:: With copper(l) iodide; In N,N-dimethyl-formamide; at 100 ℃; for 2h;
DOI:10.1021/jm3016014

Reference yield:

: 55052-28-3
4-chloro-7-azaindole

: 1420885-93-3
4-chloro-5-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrolo[2,3-b]pyridine

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.33 h / 0 °C

1.2: 0 °C

2.1: n-butyllithium / tetrahydrofuran / 1.5 h / -78 °C

2.2: 1 h / -78 - 0 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C

4.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 - 5 °C

5.1: copper(l) iodide / N,N-dimethyl-formamide / 2 h / 100 °C

With copper(l) iodide; n-butyllithium; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jm3016014

Reference yield:

: 1420885-93-3
4-chloro-5-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrolo[2,3-b]pyridine

: 1420886-01-6
N-methyl-2-[2-(6-morpholin-4-yl-pyridin-3-yl)-5-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrolo[2,3-b]pyridin-4-ylamino]-benzamide

Guidance literature:: Multi-step reaction with 3 steps

1: n-butyllithium / tetrahydrofuran / 0.5 h / -45 - 40 °C

2: palladium diacetate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; caesium carbonate / 1,4-dioxane; water / 12 h / 60 °C

3: palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 12 h / 100 °C / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; n-butyllithium; palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; water;
DOI:10.1021/jm3016014