phenyl 3-ethylidene-4-[(1-methylindol-2-yl)ethylidene]piperidine-1-carboxylate

Base Information

Chemical Name:phenyl 3-ethylidene-4-[(1-methylindol-2-yl)ethylidene]piperidine-1-carboxylate
CAS No.:261895-23-2
Molecular Formula:C₂₅H₂₆N₂O₂
Molecular Weight:386.494
Hs Code.:

Synonyms:phenyl 3-ethylidene-4-[(1-methylindol-2-yl)ethylidene]piperidine-1-carboxylate

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Chemical Property of phenyl 3-ethylidene-4-[(1-methylindol-2-yl)ethylidene]piperidine-1-carboxylate

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Technology Process of phenyl 3-ethylidene-4-[(1-methylindol-2-yl)ethylidene]piperidine-1-carboxylate

There total 5 articles about phenyl 3-ethylidene-4-[(1-methylindol-2-yl)ethylidene]piperidine-1-carboxylate 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: 71.0%

: 603-76-9
1-methylindole

: 261895-18-5
N-(2-bromobut-2-enyl)-N-pent-3-ynylphenoxycarboxamide

: 261895-23-2
phenyl 3-ethylidene-4-[(1-methylindol-2-yl)ethylidene]piperidine-1-carboxylate

Guidance literature:: 1-methylindole; With tert.-butyl lithium; In tetrahydrofuran;

With triethyl borane; In tetrahydrofuran;

N-(2-bromobut-2-enyl)-N-pent-3-ynylphenoxycarboxamide; With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triphenylphosphine; In tetrahydrofuran; at 60 ℃;
DOI:10.1016/S0040-4020(99)01016-9

Reference yield:

: 10229-10-4
pent-3-yn-1-ol

: 261895-23-2
phenyl 3-ethylidene-4-[(1-methylindol-2-yl)ethylidene]piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: diisopropylethylamine / CH₂Cl₂ / 0.33 h

2.1: 9.9 g / diisopropylethylamine / CH₂Cl₂ / 20 °C

3.1: 80 percent / triethylamine / CH₂Cl₂ / 2 h / 20 °C

4.1: tert-butyllithium / tetrahydrofuran

4.2: triethylborane / tetrahydrofuran

4.3: 71 percent / Pd₂(dba)3*CHCl₃; triphenylphosphine / tetrahydrofuran / 60 °C

With tert.-butyl lithium; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; 1.1: Esterification / 2.1: Alkylation / 3.1: Acylation / 4.1: Metallation / 4.2: Substitution / 4.3: Cyclization;
DOI:10.1016/S0040-4020(99)01016-9

Reference yield:

: 54106-83-1
pent-3-ynyl triflate

: 261895-23-2
phenyl 3-ethylidene-4-[(1-methylindol-2-yl)ethylidene]piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 9.9 g / diisopropylethylamine / CH₂Cl₂ / 20 °C

2.1: 80 percent / triethylamine / CH₂Cl₂ / 2 h / 20 °C

3.1: tert-butyllithium / tetrahydrofuran

3.2: triethylborane / tetrahydrofuran

3.3: 71 percent / Pd₂(dba)3*CHCl₃; triphenylphosphine / tetrahydrofuran / 60 °C

With tert.-butyl lithium; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; 1.1: Alkylation / 2.1: Acylation / 3.1: Metallation / 3.2: Substitution / 3.3: Cyclization;
DOI:10.1016/S0040-4020(99)01016-9