ethyl 4-[(3-chloro-4-methoxybenzyl)amino]-6-cyano-8-cyclopropylquinoline-3-carboxylate

Base Information

Chemical Name:ethyl 4-[(3-chloro-4-methoxybenzyl)amino]-6-cyano-8-cyclopropylquinoline-3-carboxylate
CAS No.:1233518-59-6
Molecular Formula:C₂₄H₂₂ClN₃O₃
Molecular Weight:435.91
Hs Code.:

Synonyms:ethyl 4-[(3-chloro-4-methoxybenzyl)amino]-6-cyano-8-cyclopropylquinoline-3-carboxylate

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Chemical Property of ethyl 4-[(3-chloro-4-methoxybenzyl)amino]-6-cyano-8-cyclopropylquinoline-3-carboxylate

Chemical Property:

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Technology Process of ethyl 4-[(3-chloro-4-methoxybenzyl)amino]-6-cyano-8-cyclopropylquinoline-3-carboxylate

There total 6 articles about ethyl 4-[(3-chloro-4-methoxybenzyl)amino]-6-cyano-8-cyclopropylquinoline-3-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:

: 50397-74-5
2-bromo-4-cyanoaniline

: 1233518-59-6
ethyl 4-[(3-chloro-4-methoxybenzyl)amino]-6-cyano-8-cyclopropylquinoline-3-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: toluene / Reflux

2: diphenylether / 2 h / Reflux

3: trichlorophosphate / 48 h / Reflux

4: N-ethyl-N,N-diisopropylamine / propan-1-ol / 2.5 h / Reflux

5: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / toluene / Reflux; Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In propan-1-ol; diphenylether; toluene; 5: |Suzuki Coupling;
DOI:10.1016/j.ejmech.2012.12.009

Reference yield:

: 1233518-58-5
Ethyl 8-bromo-4-[(3-chloro-4-methoxybenzyl)amino]-6-cyanoquinoline-3-carboxylate

: 411235-57-9
cyclopropylboronic acid

: 1233518-59-6
ethyl 4-[(3-chloro-4-methoxybenzyl)amino]-6-cyano-8-cyclopropylquinoline-3-carboxylate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In toluene; Reflux; Inert atmosphere;
DOI:10.1016/j.ejmech.2012.12.009

Reference yield:

: 1233518-57-4
ethyl 8-bromo-4-chloro-6-cyanoquinoline-3-carboxylate

: 1233518-59-6
ethyl 4-[(3-chloro-4-methoxybenzyl)amino]-6-cyano-8-cyclopropylquinoline-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / propan-1-ol / 2.5 h / Reflux

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / toluene / Reflux; Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; N-ethyl-N,N-diisopropylamine; In propan-1-ol; toluene; 2: |Suzuki Coupling;
DOI:10.1016/j.ejmech.2012.12.009