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

Base Information

Chemical Name:phenylmethyl 3-ethylidene-4-[(1-methylindol-2-yl)ethylidene]piperidine-1-carboxylate
CAS No.:261895-24-3
Molecular Formula:C₂₆H₂₈N₂O₂
Molecular Weight:400.521
Hs Code.:

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

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

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

There total 4 articles about phenylmethyl 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: 68.0%

: 603-76-9
1-methylindole

: 260430-49-7
N-(2-bromobut-2-enyl)-N-pent-3-ynyl(phenylmethoxy)carboxamide

: 261895-24-3
phenylmethyl 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-ynyl(phenylmethoxy)carboxamide; With bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; at 60 ℃;
DOI:10.1016/S0040-4020(99)01016-9

Reference yield:

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

: 261895-24-3
phenylmethyl 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: 78 percent / triethylamine / CH₂Cl₂ / 2 h / 20 °C

3.1: tert-butyllithium / tetrahydrofuran

3.2: triethylborane / tetrahydrofuran

3.3: 68 percent / PdCl₂(PPh₃)2 / 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

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 261895-24-3
phenylmethyl 3-ethylidene-4-[(1-methylindol-2-yl)ethylidene]piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 78 percent / triethylamine / CH₂Cl₂ / 2 h / 20 °C

2.1: tert-butyllithium / tetrahydrofuran

2.2: triethylborane / tetrahydrofuran

2.3: 68 percent / PdCl₂(PPh₃)2 / tetrahydrofuran / 60 °C

With tert.-butyl lithium; triethylamine; In tetrahydrofuran; dichloromethane; 1.1: Acylation / 2.1: Metallation / 2.2: Substitution / 2.3: Cyclization;
DOI:10.1016/S0040-4020(99)01016-9