ethyl 4-cyano-3-[4-(2-cyanophenyl)phenyl]-5-ethyl-1-methylpyrrole-2-carboxylate

Base Information

Chemical Name:ethyl 4-cyano-3-[4-(2-cyanophenyl)phenyl]-5-ethyl-1-methylpyrrole-2-carboxylate
CAS No.:851194-13-3
Molecular Formula:C₂₄H₂₁N₃O₂
Molecular Weight:383.45
Hs Code.:

Synonyms:ethyl 4-cyano-3-[4-(2-cyanophenyl)phenyl]-5-ethyl-1-methylpyrrole-2-carboxylate

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Chemical Property of ethyl 4-cyano-3-[4-(2-cyanophenyl)phenyl]-5-ethyl-1-methylpyrrole-2-carboxylate

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Technology Process of ethyl 4-cyano-3-[4-(2-cyanophenyl)phenyl]-5-ethyl-1-methylpyrrole-2-carboxylate

There total 10 articles about ethyl 4-cyano-3-[4-(2-cyanophenyl)phenyl]-5-ethyl-1-methylpyrrole-2-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: 92.0%

: 138642-62-3
2-Cyanophenylboronic acid

: 851194-13-3
ethyl 4-cyano-3-[4-(2-cyanophenyl)phenyl]-5-ethyl-1-methylpyrrole-2-carboxylate

Guidance literature:: 3-(4-bromophenyl)-4-cyano-5-ethyl-1-methyl-1H-pyrrole-2-carboxylic acid ethyl ester; With potassium carbonate; In tetrahydrofuran; water; at 30 ℃; for 0.733333h; Industry scale;

2-Cyanophenylboronic acid; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; water; at 30 ℃; for 1h;

Reference yield:

: 851193-72-1
4-cyano-5-ethyl-3-(4-hydroxyphenyl)-1-methyl-1H-pyrrole-2-carboxylic acid ethyl ester

: 851194-13-3
ethyl 4-cyano-3-[4-(2-cyanophenyl)phenyl]-5-ethyl-1-methylpyrrole-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 20 °C

2: palladium catalyst

With triethylamine; palladium catalyst; In dichloromethane; 2: Suzuki cross coupling;
DOI:10.1016/j.bmcl.2006.07.012

Reference yield:

: 851199-54-7
3-(4-benzyloxy-phenyl)-4-cyano-1H-pyrrole-2-carboxylic acid ethyl ester

: 851194-13-3
ethyl 4-cyano-3-[4-(2-cyanophenyl)phenyl]-5-ethyl-1-methylpyrrole-2-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: potassium carbonate / dimethyl sulfoxide

2: N-Bromosuccinimide / tetrahydrofuran

3: Hartwig's ligand / tetrahydrofuran / 1 h / 20 °C

4: hydrogen / palladium dihydroxide / tetrahydrofuran; ethanol / 20 °C / 2585.74 Torr

5: triethylamine / dichloromethane / 20 °C

6: palladium catalyst

With N-Bromosuccinimide; Hartwig's ligand; hydrogen; potassium carbonate; triethylamine; palladium dihydroxide; palladium catalyst; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; 6: Suzuki cross coupling;
DOI:10.1016/j.bmcl.2006.07.012