3-[2-(tert-butoxycarbonyl-isopropyl-amino)-pyridin-4-yl]-2-(4-fluoro-phenyl)-acrylic acid ethyl ester

Base Information

Chemical Name:3-[2-(tert-butoxycarbonyl-isopropyl-amino)-pyridin-4-yl]-2-(4-fluoro-phenyl)-acrylic acid ethyl ester
CAS No.:1446252-39-6
Molecular Formula:C₂₄H₂₉FN₂O₄
Molecular Weight:428.504
Hs Code.:

Synonyms:3-[2-(tert-butoxycarbonyl-isopropyl-amino)-pyridin-4-yl]-2-(4-fluoro-phenyl)-acrylic acid ethyl ester

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Chemical Property of 3-[2-(tert-butoxycarbonyl-isopropyl-amino)-pyridin-4-yl]-2-(4-fluoro-phenyl)-acrylic acid ethyl ester

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Technology Process of 3-[2-(tert-butoxycarbonyl-isopropyl-amino)-pyridin-4-yl]-2-(4-fluoro-phenyl)-acrylic acid ethyl ester

There total 11 articles about 3-[2-(tert-butoxycarbonyl-isopropyl-amino)-pyridin-4-yl]-2-(4-fluoro-phenyl)-acrylic acid ethyl ester 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: 63.0%

: 75-30-9
2-iodo-propane

: 1446252-34-1
(E)-ethyl 3-(2-(tert-butoxycarbonylamino)pyridin-4-yl)-2-(4-fluorophenyl) acrylate

: 1446252-39-6
3-[2-(tert-butoxycarbonyl-isopropyl-amino)-pyridin-4-yl]-2-(4-fluoro-phenyl)-acrylic acid ethyl ester

Guidance literature:: (E)-ethyl 3-(2-(tert-butoxycarbonylamino)pyridin-4-yl)-2-(4-fluorophenyl) acrylate; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.333333h; Inert atmosphere;

2-iodo-propane; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 4.5h; Inert atmosphere;
DOI:10.1039/c3ob27449g

Reference yield:

: 462-06-6
fluorobenzene

: 1446252-39-6
3-[2-(tert-butoxycarbonyl-isopropyl-amino)-pyridin-4-yl]-2-(4-fluoro-phenyl)-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: dichloromethane / 0.17 h / 0 °C / Inert atmosphere

1.2: 4.25 h / Inert atmosphere

2.1: sodium tetrahydroborate / ethanol / 1 h / -30 °C / Inert atmosphere

3.1: phosphorus tribromide / chloroform / 7 h / 0 - 20 °C / Inert atmosphere

4.1: 5 h / Reflux

5.1: lithium chloride; triethylamine / acetonitrile / 0.17 h / 20 °C

5.2: 3 h

6.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 °C / Inert atmosphere

6.2: 4.5 h / 0 - 20 °C / Inert atmosphere

With sodium tetrahydroborate; phosphorus tribromide; sodium hydride; triethylamine; lithium chloride; In ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetonitrile; mineral oil; 1.1: |Friedel-Crafts Acylation / 1.2: |Friedel-Crafts Acylation / 4.1: |Michaelis-Arbuzov Synthesis / 5.1: |Horner-Wadsworth-Emmons Olefination / 5.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1039/c3ob27449g

Reference yield:

: 1813-94-1
ethyl 4-fluorobenzoylformate

: 1446252-39-6
3-[2-(tert-butoxycarbonyl-isopropyl-amino)-pyridin-4-yl]-2-(4-fluoro-phenyl)-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium tetrahydroborate / ethanol / 1 h / -30 °C / Inert atmosphere

2.1: phosphorus tribromide / chloroform / 7 h / 0 - 20 °C / Inert atmosphere

3.1: 5 h / Reflux

4.1: lithium chloride; triethylamine / acetonitrile / 0.17 h / 20 °C

4.2: 3 h

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 °C / Inert atmosphere

5.2: 4.5 h / 0 - 20 °C / Inert atmosphere

With sodium tetrahydroborate; phosphorus tribromide; sodium hydride; triethylamine; lithium chloride; In ethanol; chloroform; N,N-dimethyl-formamide; acetonitrile; mineral oil; 3.1: |Michaelis-Arbuzov Synthesis / 4.1: |Horner-Wadsworth-Emmons Olefination / 4.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1039/c3ob27449g