(2E,4E)-5-(3,5-dimethoxy-4-hydroxyphenyl)-N-(2-(4-(1H-indol-3-yl)piperidin-1-yl)ethyl)-2,4-pentadienamide

Base Information

Chemical Name:(2E,4E)-5-(3,5-dimethoxy-4-hydroxyphenyl)-N-(2-(4-(1H-indol-3-yl)piperidin-1-yl)ethyl)-2,4-pentadienamide
CAS No.:124956-36-1
Molecular Formula:C₂₈H₃₃N₃O₄
Molecular Weight:475.588
Hs Code.:

Synonyms:(2E,4E)-5-(3,5-dimethoxy-4-hydroxyphenyl)-N-(2-(4-(1H-indol-3-yl)piperidin-1-yl)ethyl)-2,4-pentadienamide

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Chemical Property of (2E,4E)-5-(3,5-dimethoxy-4-hydroxyphenyl)-N-(2-(4-(1H-indol-3-yl)piperidin-1-yl)ethyl)-2,4-pentadienamide

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Technology Process of (2E,4E)-5-(3,5-dimethoxy-4-hydroxyphenyl)-N-(2-(4-(1H-indol-3-yl)piperidin-1-yl)ethyl)-2,4-pentadienamide

There total 8 articles about (2E,4E)-5-(3,5-dimethoxy-4-hydroxyphenyl)-N-(2-(4-(1H-indol-3-yl)piperidin-1-yl)ethyl)-2,4-pentadienamide 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: 26.3%

: 124956-29-2
(2E,4E)-5-[3,5-Dimethoxy-4-(2-methoxy-ethoxymethoxy)-phenyl]-penta-2,4-dienoic acid {2-[4-(1H-indol-3-yl)-piperidin-1-yl]-ethyl}-amide

: 124956-36-1
(2E,4E)-5-(3,5-dimethoxy-4-hydroxyphenyl)-N-(2-(4-(1H-indol-3-yl)piperidin-1-yl)ethyl)-2,4-pentadienamide

Guidance literature:: With toluene-4-sulfonic acid; In methanol; for 0.5h; Heating;
DOI:10.1002/ardp.19963290103

Reference yield:

: 17403-09-7
3-(4-piperidinyl)-1H-indole

: 124956-36-1
(2E,4E)-5-(3,5-dimethoxy-4-hydroxyphenyl)-N-(2-(4-(1H-indol-3-yl)piperidin-1-yl)ethyl)-2,4-pentadienamide

Guidance literature:: Multi-step reaction with 4 steps

1: 37.6 percent / NaHCO₃ / dimethylformamide / 4 h / 68 - 74 °C

2: 53.9 percent / N₂H₄*H₂O / ethanol / 1 h / Heating

3: 1) Ph₂P(O)Cl, Et₃N / 1) DMF, -15 to -10 deg C, 30 min, 2) DMF, r.t., 1 h

4: 26.3 percent / TsOH*H₂O / methanol / 0.5 h / Heating

With sodium hydrogencarbonate; toluene-4-sulfonic acid; hydrazine hydrate; triethylamine; Diphenylphosphinic chloride; In methanol; ethanol; N,N-dimethyl-formamide;
DOI:10.1002/ardp.19963290103

Reference yield:

: 57311-67-8
4-(1H-indol-3-yl)-1-piperidineethanamine

: 124956-36-1
(2E,4E)-5-(3,5-dimethoxy-4-hydroxyphenyl)-N-(2-(4-(1H-indol-3-yl)piperidin-1-yl)ethyl)-2,4-pentadienamide

Guidance literature:: Multi-step reaction with 2 steps

1: 1) Ph₂P(O)Cl, Et₃N / 1) DMF, -15 to -10 deg C, 30 min, 2) DMF, r.t., 1 h

2: 26.3 percent / TsOH*H₂O / methanol / 0.5 h / Heating

With toluene-4-sulfonic acid; triethylamine; Diphenylphosphinic chloride; In methanol;
DOI:10.1002/ardp.19963290103