(E)-3-(6-chloro-7-fluoro-4-(4-fluorophenyl) quinolin-2-yl)-1-(3-((dimethylamino)methyl)-4-hydroxyphenyl)prop-2-en-1-one

Base Information

Chemical Name:(E)-3-(6-chloro-7-fluoro-4-(4-fluorophenyl) quinolin-2-yl)-1-(3-((dimethylamino)methyl)-4-hydroxyphenyl)prop-2-en-1-one
CAS No.:1594133-59-1
Molecular Formula:C₂₇H₂₁ClF₂N₂O₂
Molecular Weight:478.926
Hs Code.:

Synonyms:(E)-3-(6-chloro-7-fluoro-4-(4-fluorophenyl) quinolin-2-yl)-1-(3-((dimethylamino)methyl)-4-hydroxyphenyl)prop-2-en-1-one

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Chemical Property of (E)-3-(6-chloro-7-fluoro-4-(4-fluorophenyl) quinolin-2-yl)-1-(3-((dimethylamino)methyl)-4-hydroxyphenyl)prop-2-en-1-one

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Technology Process of (E)-3-(6-chloro-7-fluoro-4-(4-fluorophenyl) quinolin-2-yl)-1-(3-((dimethylamino)methyl)-4-hydroxyphenyl)prop-2-en-1-one

There total 6 articles about (E)-3-(6-chloro-7-fluoro-4-(4-fluorophenyl) quinolin-2-yl)-1-(3-((dimethylamino)methyl)-4-hydroxyphenyl)prop-2-en-1-one 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: 54.0%

: C₁₆H₈ClF₂NO

: 73096-98-7
3-dimethylaminomethyl-4-hydroxyacetophenone

: 1594133-59-1
(E)-3-(6-chloro-7-fluoro-4-(4-fluorophenyl) quinolin-2-yl)-1-(3-((dimethylamino)methyl)-4-hydroxyphenyl)prop-2-en-1-one

Guidance literature:: With sulfuric acid; acetic acid; at 60 ℃; for 2h;
DOI:10.1016/j.bmcl.2014.03.065

Reference yield:

: C₁₀H₇ClFNO

: 1594133-59-1
(E)-3-(6-chloro-7-fluoro-4-(4-fluorophenyl) quinolin-2-yl)-1-(3-((dimethylamino)methyl)-4-hydroxyphenyl)prop-2-en-1-one

Guidance literature:: Multi-step reaction with 4 steps

1: phosphorus tribromide / N,N-dimethyl-formamide / 3 h / 0 - 20 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 16 h / 70 °C

3: selenium(IV) oxide / 1,4-dioxane / 2 h / 80 °C

4: acetic acid; sulfuric acid / 2 h / 60 °C

With selenium(IV) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; phosphorus tribromide; potassium carbonate; acetic acid; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; 2: |Suzuki Coupling;
DOI:10.1016/j.bmcl.2014.03.065

Reference yield:

: 367-22-6
4-chloro-3-fluoroaniline

: 1594133-59-1
(E)-3-(6-chloro-7-fluoro-4-(4-fluorophenyl) quinolin-2-yl)-1-(3-((dimethylamino)methyl)-4-hydroxyphenyl)prop-2-en-1-one

Guidance literature:: Multi-step reaction with 5 steps

1: polyphosphoric acid / 16.75 h / 120 °C

2: phosphorus tribromide / N,N-dimethyl-formamide / 3 h / 0 - 20 °C

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 16 h / 70 °C

4: selenium(IV) oxide / 1,4-dioxane / 2 h / 80 °C

5: acetic acid; sulfuric acid / 2 h / 60 °C

With selenium(IV) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; phosphorus tribromide; potassium carbonate; acetic acid; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; 3: |Suzuki Coupling;
DOI:10.1016/j.bmcl.2014.03.065