[4-(2,4-Difluoro-phenylamino)-phenyl]-{5-[(E)-2-(4-hydroxy-1-methyl-piperidin-4-yl)-vinyl]-2-methoxy-phenyl}-methanone

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Chemical Name:[4-(2,4-Difluoro-phenylamino)-phenyl]-{5-[(E)-2-(4-hydroxy-1-methyl-piperidin-4-yl)-vinyl]-2-methoxy-phenyl}-methanone
CAS No.:464190-30-5
Molecular Formula:C₂₈H₂₈F₂N₂O₃
Molecular Weight:478.539
Hs Code.:

Synonyms:[4-(2,4-Difluoro-phenylamino)-phenyl]-{5-[(E)-2-(4-hydroxy-1-methyl-piperidin-4-yl)-vinyl]-2-methoxy-phenyl}-methanone

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Chemical Property of [4-(2,4-Difluoro-phenylamino)-phenyl]-{5-[(E)-2-(4-hydroxy-1-methyl-piperidin-4-yl)-vinyl]-2-methoxy-phenyl}-methanone

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Technology Process of [4-(2,4-Difluoro-phenylamino)-phenyl]-{5-[(E)-2-(4-hydroxy-1-methyl-piperidin-4-yl)-vinyl]-2-methoxy-phenyl}-methanone

There total 4 articles about [4-(2,4-Difluoro-phenylamino)-phenyl]-{5-[(E)-2-(4-hydroxy-1-methyl-piperidin-4-yl)-vinyl]-2-methoxy-phenyl}-methanone 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: 33.0%

: 464190-38-3
(5-bromo-2-methoxy-phenyl)-[4-(2,4-difluoro-phenylamino)-phenyl]-methanone

: 464190-52-1
1-methyl-4-((E)-2-tributylstannanyl-vinyl)-piperidin-4-ol

: 464190-30-5
[4-(2,4-Difluoro-phenylamino)-phenyl]-{5-[(E)-2-(4-hydroxy-1-methyl-piperidin-4-yl)-vinyl]-2-methoxy-phenyl}-methanone

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 100 ℃; for 12h;
DOI:10.1016/j.bmcl.2004.03.111

Reference yield:

: 106-37-6
1.4-dibromobenzene

: 464190-30-5
[4-(2,4-Difluoro-phenylamino)-phenyl]-{5-[(E)-2-(4-hydroxy-1-methyl-piperidin-4-yl)-vinyl]-2-methoxy-phenyl}-methanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran / 0.08 h / -78 °C

1.2: tetrahydrofuran

2.1: CrO₃; H₂SO₄ / acetone / 0.17 h / 20 °C

3.1: 65 percent / Pd(OAc)2; Cs₂CO₃; R-(+)-BINAP / dioxane / 2.5 h / Heating

4.1: 33 percent / Pd(PPh₃)4 / toluene / 12 h / 100 °C

With chromium(VI) oxide; palladium diacetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; sulfuric acid; caesium carbonate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; In tetrahydrofuran; 1,4-dioxane; acetone; toluene; 2.1: Jones oxidation / 4.1: Stille reaction;
DOI:10.1016/j.bmcl.2004.03.111

Reference yield:

: 367-25-9,76563-56-9
2,4-difluorophenylamine

: 464190-30-5
[4-(2,4-Difluoro-phenylamino)-phenyl]-{5-[(E)-2-(4-hydroxy-1-methyl-piperidin-4-yl)-vinyl]-2-methoxy-phenyl}-methanone

Guidance literature:: Multi-step reaction with 2 steps

1: 65 percent / Pd(OAc)2; Cs₂CO₃; R-(+)-BINAP / dioxane / 2.5 h / Heating

2: 33 percent / Pd(PPh₃)4 / toluene / 12 h / 100 °C

With palladium diacetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; In 1,4-dioxane; toluene; 2: Stille reaction;
DOI:10.1016/j.bmcl.2004.03.111