ethyl 5-chloro-3-[(cyanoacetyl)amino]-1-[2'-hydroxy-3'-(methyloxy)-4-biphenylyl]-1H-pyrrole-2-carboxylate

Base Information

Chemical Name:ethyl 5-chloro-3-[(cyanoacetyl)amino]-1-[2'-hydroxy-3'-(methyloxy)-4-biphenylyl]-1H-pyrrole-2-carboxylate
CAS No.:1438835-17-6
Molecular Formula:C₂₃H₂₀ClN₃O₅
Molecular Weight:453.882
Hs Code.:

Synonyms:ethyl 5-chloro-3-[(cyanoacetyl)amino]-1-[2'-hydroxy-3'-(methyloxy)-4-biphenylyl]-1H-pyrrole-2-carboxylate

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Chemical Property of ethyl 5-chloro-3-[(cyanoacetyl)amino]-1-[2'-hydroxy-3'-(methyloxy)-4-biphenylyl]-1H-pyrrole-2-carboxylate

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Technology Process of ethyl 5-chloro-3-[(cyanoacetyl)amino]-1-[2'-hydroxy-3'-(methyloxy)-4-biphenylyl]-1H-pyrrole-2-carboxylate

There total 6 articles about ethyl 5-chloro-3-[(cyanoacetyl)amino]-1-[2'-hydroxy-3'-(methyloxy)-4-biphenylyl]-1H-pyrrole-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: 77.0%

: 1272674-58-4
ethyl 3-amino-5-chloro-1-[2'-hydroxy-3'-(methyloxy)-4-biphenylyl]-1H-pyrrole-2-carboxylate

: 372-09-8
cyanoacetic acid

: 1438835-17-6
ethyl 5-chloro-3-[(cyanoacetyl)amino]-1-[2'-hydroxy-3'-(methyloxy)-4-biphenylyl]-1H-pyrrole-2-carboxylate

Guidance literature:: With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1021/ml400157g

Reference yield:

: 1272673-93-4
ethyl 3-(acetylamino)-1H-pyrrole-2-carboxylate

: 1438835-17-6
ethyl 5-chloro-3-[(cyanoacetyl)amino]-1-[2'-hydroxy-3'-(methyloxy)-4-biphenylyl]-1H-pyrrole-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: copper diacetate; pyridine / dichloromethane / 96 h / 20 °C

2: N-chloro-succinimide / chloroform / 1.5 h / 40 °C

3: hydrogenchloride; water / ethanol / 2 h / Reflux

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / 1,4-dioxane; water / 90 °C

5: triethylamine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dichloromethane / 20 °C

With pyridine; hydrogenchloride; N-chloro-succinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; copper diacetate; benzotriazol-1-ol; caesium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In 1,4-dioxane; ethanol; dichloromethane; chloroform; water; 1: |Chan-Lam Coupling;
DOI:10.1021/ml400157g

Reference yield:

: 1272674-01-7
ethyl 3-amino-1-(4-bromophenyl)-5-chloro-1H-pyrrole-2-carboxylate

: 1438835-17-6
ethyl 5-chloro-3-[(cyanoacetyl)amino]-1-[2'-hydroxy-3'-(methyloxy)-4-biphenylyl]-1H-pyrrole-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / 1,4-dioxane; water / 90 °C

2: triethylamine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dichloromethane / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; benzotriazol-1-ol; caesium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In 1,4-dioxane; dichloromethane; water;
DOI:10.1021/ml400157g