(E)-ethyl 2-(4-fluorophenyl)-3-(2-(isopropylamino)pyridin-4-yl)acrylate

Base Information

Chemical Name:(E)-ethyl 2-(4-fluorophenyl)-3-(2-(isopropylamino)pyridin-4-yl)acrylate
CAS No.:1446252-38-5
Molecular Formula:C₁₉H₂₁FN₂O₂
Molecular Weight:328.386
Hs Code.:

Synonyms:(E)-ethyl 2-(4-fluorophenyl)-3-(2-(isopropylamino)pyridin-4-yl)acrylate

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Chemical Property of (E)-ethyl 2-(4-fluorophenyl)-3-(2-(isopropylamino)pyridin-4-yl)acrylate

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Technology Process of (E)-ethyl 2-(4-fluorophenyl)-3-(2-(isopropylamino)pyridin-4-yl)acrylate

There total 11 articles about (E)-ethyl 2-(4-fluorophenyl)-3-(2-(isopropylamino)pyridin-4-yl)acrylate 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: 89.0%

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

: 1446252-38-5
(E)-ethyl 2-(4-fluorophenyl)-3-(2-(isopropylamino)pyridin-4-yl)acrylate

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1039/c3ob27449g

Reference yield:

: 462-06-6
fluorobenzene

: 1446252-38-5
(E)-ethyl 2-(4-fluorophenyl)-3-(2-(isopropylamino)pyridin-4-yl)acrylate

Guidance literature:: Multi-step reaction with 7 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

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

With sodium tetrahydroborate; phosphorus tribromide; sodium hydride; triethylamine; trifluoroacetic acid; 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:

: 6937-03-7
methyl 2-aminoisonicotinate

: 1446252-38-5
(E)-ethyl 2-(4-fluorophenyl)-3-(2-(isopropylamino)pyridin-4-yl)acrylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: dmap / tert-butyl alcohol; acetone / 15 h / 20 °C

2.1: sodium tetrahydroborate; calcium chloride / ethanol / 7 h / 20 °C

3.1: Dess-Martin periodane / dichloromethane / 15 h

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

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

With dmap; sodium tetrahydroborate; sodium hydride; Dess-Martin periodane; triethylamine; trifluoroacetic acid; lithium chloride; calcium chloride; In ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile; mineral oil; tert-butyl alcohol; 4.1: |Horner-Wadsworth-Emmons Olefination / 4.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1039/c3ob27449g