ethyl 4-[(3-chloro-4-methoxybenzyl)amino]-6-cyano-8-(N,N-dimethylamino)quinoline-3-carboxylate

Base Information

Chemical Name:ethyl 4-[(3-chloro-4-methoxybenzyl)amino]-6-cyano-8-(N,N-dimethylamino)quinoline-3-carboxylate
CAS No.:1233518-61-0
Molecular Formula:C₂₃H₂₃ClN₄O₃
Molecular Weight:438.914
Hs Code.:

Synonyms:ethyl 4-[(3-chloro-4-methoxybenzyl)amino]-6-cyano-8-(N,N-dimethylamino)quinoline-3-carboxylate

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Chemical Property of ethyl 4-[(3-chloro-4-methoxybenzyl)amino]-6-cyano-8-(N,N-dimethylamino)quinoline-3-carboxylate

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Technology Process of ethyl 4-[(3-chloro-4-methoxybenzyl)amino]-6-cyano-8-(N,N-dimethylamino)quinoline-3-carboxylate

There total 7 articles about ethyl 4-[(3-chloro-4-methoxybenzyl)amino]-6-cyano-8-(N,N-dimethylamino)quinoline-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: 32.0%

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

: 124-40-3
dimethyl amine

: 1233518-61-0
ethyl 4-[(3-chloro-4-methoxybenzyl)amino]-6-cyano-8-(N,N-dimethylamino)quinoline-3-carboxylate

Guidance literature:: With R-BINAP; palladium diacetate; caesium carbonate; In toluene; Reflux; Inert atmosphere;
DOI:10.1016/j.ejmech.2012.12.009

Reference yield:

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

: 1233518-61-0
ethyl 4-[(3-chloro-4-methoxybenzyl)amino]-6-cyano-8-(N,N-dimethylamino)quinoline-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: caesium carbonate; palladium diacetate; R-BINAP / toluene / Reflux; Inert atmosphere

With R-BINAP; palladium diacetate; caesium carbonate; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In propan-1-ol; diphenylether; toluene; 5: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.ejmech.2012.12.009

Reference yield:

: 1233518-55-2
diethyl 2-[(2-bromo-4-cyanophenylamino)methylene]malonate

: 1233518-61-0
ethyl 4-[(3-chloro-4-methoxybenzyl)amino]-6-cyano-8-(N,N-dimethylamino)quinoline-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: diphenylether / 2 h / Reflux

2: trichlorophosphate / 48 h / Reflux

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

4: caesium carbonate; palladium diacetate; R-BINAP / toluene / Reflux; Inert atmosphere

With R-BINAP; palladium diacetate; caesium carbonate; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In propan-1-ol; diphenylether; toluene; 4: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.ejmech.2012.12.009