3-(2-(4-methoxybenzylamino)-6-o-tolylquinolin-3-yl)-2-methyl-N-(pyridin-3-ylmethyl)acrylamide

Base Information

Chemical Name:3-(2-(4-methoxybenzylamino)-6-o-tolylquinolin-3-yl)-2-methyl-N-(pyridin-3-ylmethyl)acrylamide
CAS No.:1321992-41-9
Molecular Formula:C₃₄H₃₂N₄O₂
Molecular Weight:528.654
Hs Code.:

Synonyms:3-(2-(4-methoxybenzylamino)-6-o-tolylquinolin-3-yl)-2-methyl-N-(pyridin-3-ylmethyl)acrylamide

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Chemical Property of 3-(2-(4-methoxybenzylamino)-6-o-tolylquinolin-3-yl)-2-methyl-N-(pyridin-3-ylmethyl)acrylamide

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Technology Process of 3-(2-(4-methoxybenzylamino)-6-o-tolylquinolin-3-yl)-2-methyl-N-(pyridin-3-ylmethyl)acrylamide

There total 6 articles about 3-(2-(4-methoxybenzylamino)-6-o-tolylquinolin-3-yl)-2-methyl-N-(pyridin-3-ylmethyl)acrylamide 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: 82.0%

: 1321992-40-8
3-(2-(4-methoxybenzylamino)-6-bromoquinolin-3-yl)-2-methyl-N-(pyridin-3-ylmethyl)acrylamide

: 16419-60-6
2-Methylphenylboronic acid

: 1321992-41-9
3-(2-(4-methoxybenzylamino)-6-o-tolylquinolin-3-yl)-2-methyl-N-(pyridin-3-ylmethyl)acrylamide

Guidance literature:: With bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); potassium acetate; In ethanol; water; at 85 ℃; for 3h; Inert atmosphere;
DOI:10.1021/jm200544q

Reference yield:

: 1309365-83-0
6-bromo-2-((4-methoxybenzyl)amino)quinoline-3-carbaldehyde

: 1321992-41-9
3-(2-(4-methoxybenzylamino)-6-o-tolylquinolin-3-yl)-2-methyl-N-(pyridin-3-ylmethyl)acrylamide

Guidance literature:: Multi-step reaction with 4 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 12 h / Inert atmosphere

2: lithium hydroxide / tetrahydrofuran; methanol / 1 h / 20 °C / Inert atmosphere

3: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetra fluoroborate; N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 1 h / 20 °C / Inert atmosphere

4: bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); potassium acetate / ethanol; water / 3 h / 85 °C / Inert atmosphere

With bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetra fluoroborate; potassium acetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; lithium chloride; lithium hydroxide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; ethanol; water; acetonitrile; 1: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm200544q

Reference yield:

: 1321992-09-9
3-(2-(4-methoxybenzylamino)-6-bromoquinolin-3-yl)-2-methylacrylic acid

: 1321992-41-9
3-(2-(4-methoxybenzylamino)-6-o-tolylquinolin-3-yl)-2-methyl-N-(pyridin-3-ylmethyl)acrylamide

Guidance literature:: Multi-step reaction with 2 steps

1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetra fluoroborate; N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 1 h / 20 °C / Inert atmosphere

2: bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); potassium acetate / ethanol; water / 3 h / 85 °C / Inert atmosphere

With bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetra fluoroborate; potassium acetate; N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; ethanol; water;
DOI:10.1021/jm200544q