4-chloro-2-(6-morpholin-4-yl-pyridin-3-yl)-5-trifluoromethyl-1-(2-trimethylsilanyl-ethoxy methyl)-1H-pyrrolo[2,3-b]pyridine

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Chemical Name:4-chloro-2-(6-morpholin-4-yl-pyridin-3-yl)-5-trifluoromethyl-1-(2-trimethylsilanyl-ethoxy methyl)-1H-pyrrolo[2,3-b]pyridine
CAS No.:1420886-00-5
Molecular Formula:C₂₃H₂₈ClF₃N₄O₂Si
Molecular Weight:513.035
Hs Code.:

Synonyms:4-chloro-2-(6-morpholin-4-yl-pyridin-3-yl)-5-trifluoromethyl-1-(2-trimethylsilanyl-ethoxy methyl)-1H-pyrrolo[2,3-b]pyridine

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Chemical Property of 4-chloro-2-(6-morpholin-4-yl-pyridin-3-yl)-5-trifluoromethyl-1-(2-trimethylsilanyl-ethoxy methyl)-1H-pyrrolo[2,3-b]pyridine

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Technology Process of 4-chloro-2-(6-morpholin-4-yl-pyridin-3-yl)-5-trifluoromethyl-1-(2-trimethylsilanyl-ethoxy methyl)-1H-pyrrolo[2,3-b]pyridine

There total 1 articles about 4-chloro-2-(6-morpholin-4-yl-pyridin-3-yl)-5-trifluoromethyl-1-(2-trimethylsilanyl-ethoxy methyl)-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:

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

: 1420886-00-5
4-chloro-2-(6-morpholin-4-yl-pyridin-3-yl)-5-trifluoromethyl-1-(2-trimethylsilanyl-ethoxy methyl)-1H-pyrrolo[2,3-b]pyridine

Guidance literature:: Multi-step reaction with 7 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

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

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

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; copper(l) iodide; n-butyllithium; tetrabutyl ammonium fluoride; palladium diacetate; sodium hydride; caesium carbonate; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jm3016014

Reference yield: 46.0%

: 1420886-00-5
4-chloro-2-(6-morpholin-4-yl-pyridin-3-yl)-5-trifluoromethyl-1-(2-trimethylsilanyl-ethoxy methyl)-1H-pyrrolo[2,3-b]pyridine

: 4141-08-6
2-Amino-N-methylbenzamid

: 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:: With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 100 ℃; for 12h; Inert atmosphere;
DOI:10.1021/jm3016014

Reference yield:

: 1420886-00-5
4-chloro-2-(6-morpholin-4-yl-pyridin-3-yl)-5-trifluoromethyl-1-(2-trimethylsilanyl-ethoxy methyl)-1H-pyrrolo[2,3-b]pyridine

: 1420885-83-1
N-methyl-2-[2-(6-morpholin-4-ylpyridin-3-yl)-5-trifluoromethyl-1H-pyrrolo[2,3-b]pyridin-4-ylamino]benzamide

Guidance literature:: Multi-step reaction with 2 steps

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

2: hydrogenchloride / tetrahydrofuran; 1,4-dioxane / 5 h / Reflux

With hydrogenchloride; palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane;
DOI:10.1021/jm3016014