?tert-butyl {1-[2-{[(cyclopropylcarbonyl)(ethyl)amino]methyl}-4-(trifluoromethyl)phenyl]-6-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl}acetate

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Chemical Name:?tert-butyl {1-[2-{[(cyclopropylcarbonyl)(ethyl)amino]methyl}-4-(trifluoromethyl)phenyl]-6-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl}acetate
CAS No.:1420070-54-7
Molecular Formula:C₂₈H₃₂F₃N₃O₃
Molecular Weight:515.576
Hs Code.:

Synonyms:?tert-butyl {1-[2-{[(cyclopropylcarbonyl)(ethyl)amino]methyl}-4-(trifluoromethyl)phenyl]-6-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl}acetate

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Chemical Property of ?tert-butyl {1-[2-{[(cyclopropylcarbonyl)(ethyl)amino]methyl}-4-(trifluoromethyl)phenyl]-6-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl}acetate

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Technology Process of ?tert-butyl {1-[2-{[(cyclopropylcarbonyl)(ethyl)amino]methyl}-4-(trifluoromethyl)phenyl]-6-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl}acetate

There total 5 articles about ?tert-butyl {1-[2-{[(cyclopropylcarbonyl)(ethyl)amino]methyl}-4-(trifluoromethyl)phenyl]-6-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl}acetate 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: 84.0%

: 321745-86-2
2-tert-butoxy-2-oxoethylzinc chloride

: 1420070-53-6
N-[2-(3-bromo-6-methyl-1H-pyrrolo[2,3-b]pyridin-1-yl)-5-(trifluoromethyl)benzyl]-N-ethylcyclopropanecarboxamide

: 1420070-54-7
?tert-butyl {1-[2-{[(cyclopropylcarbonyl)(ethyl)amino]methyl}-4-(trifluoromethyl)phenyl]-6-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl}acetate

Guidance literature:: With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; for 1h; Inert atmosphere; Reflux;
DOI:10.1016/j.bmcl.2014.08.029

Reference yield:

: 1420070-52-5
N-ethyl-N-[2-(6-methyl-1H-pyrrolo[2,3-b]pyridin-1-yl)-5-(trifluoromethyl)benzyl]cyclopropanecarboxamide

: 1420070-54-7
?tert-butyl {1-[2-{[(cyclopropylcarbonyl)(ethyl)amino]methyl}-4-(trifluoromethyl)phenyl]-6-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl}acetate

Guidance literature:: Multi-step reaction with 2 steps

1: N-Bromosuccinimide / ethyl acetate / 1 h / 0 °C

2: monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium⁽⁰⁾ / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

With N-Bromosuccinimide; monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; ethyl acetate; 2: |Negishi Coupling;
DOI:10.1016/j.bmcl.2014.08.029

Reference yield:

: 824-51-1
6-methyl-1H-pyrrolo<2,3-b>pyridine

: 1420070-54-7
?tert-butyl {1-[2-{[(cyclopropylcarbonyl)(ethyl)amino]methyl}-4-(trifluoromethyl)phenyl]-6-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl}acetate

Guidance literature:: Multi-step reaction with 3 steps

1: copper(l) iodide; trans-N,N'-dimethyl-1,2-cyclohexyldiamine; potassium phosphate / 1,4-dioxane / 18 h / 130 °C / Inert atmosphere

2: N-Bromosuccinimide / ethyl acetate / 1 h / 0 °C

3: monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium⁽⁰⁾ / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

With trans-N,N'-dimethyl-1,2-cyclohexyldiamine; potassium phosphate; N-Bromosuccinimide; copper(l) iodide; monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; ethyl acetate; 3: |Negishi Coupling;
DOI:10.1016/j.bmcl.2014.08.029