?[1-(2-{[(cyclopropylcarbonyl)(ethyl)amino]methyl}-4-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]acetic acid

Base Information

Chemical Name:?[1-(2-{[(cyclopropylcarbonyl)(ethyl)amino]methyl}-4-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]acetic acid
CAS No.:1420071-12-0
Molecular Formula:C₂₂H₂₂FN₃O₃
Molecular Weight:395.433
Hs Code.:

Synonyms:?[1-(2-{[(cyclopropylcarbonyl)(ethyl)amino]methyl}-4-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]acetic acid

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Chemical Property of ?[1-(2-{[(cyclopropylcarbonyl)(ethyl)amino]methyl}-4-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]acetic acid

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Technology Process of ?[1-(2-{[(cyclopropylcarbonyl)(ethyl)amino]methyl}-4-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]acetic acid

There total 4 articles about ?[1-(2-{[(cyclopropylcarbonyl)(ethyl)amino]methyl}-4-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]acetic acid 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:

: 1420070-51-4
?tert-butyl [1-(2-{[(cyclopropylcarbonyl)(ethyl)amino]methyl}-4-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]acetate

: 1420071-12-0
?[1-(2-{[(cyclopropylcarbonyl)(ethyl)amino]methyl}-4-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]acetic acid

Guidance literature:: With water; trifluoroacetic acid; In chloroform; at 20 ℃; for 2.5h;

Reference yield:

: 271-63-6
7-Azaindole

: 1420071-12-0
?[1-(2-{[(cyclopropylcarbonyl)(ethyl)amino]methyl}-4-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]acetic acid

Guidance literature:: Multi-step reaction with 4 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

4: trifluoroacetic acid / dichloromethane / 2.5 h / 20 °C

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; trifluoroacetic acid; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane; ethyl acetate; 3: |Negishi Coupling;
DOI:10.1016/j.bmcl.2014.08.029

Reference yield:

: 1420070-49-0
N-ethyl-N-[5-fluoro-2-(1H-pyrrolo[2,3-b]pyridin-1-yl)benzyl]cyclopropanecarboxamide

: 1420071-12-0
?[1-(2-{[(cyclopropylcarbonyl)(ethyl)amino]methyl}-4-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]acetic acid

Guidance literature:: Multi-step reaction with 3 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

3: trifluoroacetic acid / dichloromethane / 2.5 h / 20 °C

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