(E)-N-[4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-3-cyano-7-ethoxy-6-quinolinyl]-3-[(2S,4R)-4-hydroxy-1-methyl-pyrrolidin-2-yl]propan-2-enoylamine

Base Information

Chemical Name:(E)-N-[4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-3-cyano-7-ethoxy-6-quinolinyl]-3-[(2S,4R)-4-hydroxy-1-methyl-pyrrolidin-2-yl]propan-2-enoylamine
CAS No.:1269662-71-6
Molecular Formula:C₃₂H₃₁ClN₆O₄
Molecular Weight:599.089
Hs Code.:

(E)-N-[4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-3-cyano-7-ethoxy-6-quinolinyl]-3-[(2S,4R)-4-hydroxy-1-methyl-pyrrolidin-2-yl]propan-2-enoylamine

Synonyms:(E)-N-[4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-3-cyano-7-ethoxy-6-quinolinyl]-3-[(2S,4R)-4-hydroxy-1-methyl-pyrrolidin-2-yl]propan-2-enoylamine

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Chemical Property of (E)-N-[4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-3-cyano-7-ethoxy-6-quinolinyl]-3-[(2S,4R)-4-hydroxy-1-methyl-pyrrolidin-2-yl]propan-2-enoylamine

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Technology Process of (E)-N-[4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-3-cyano-7-ethoxy-6-quinolinyl]-3-[(2S,4R)-4-hydroxy-1-methyl-pyrrolidin-2-yl]propan-2-enoylamine

There total 7 articles about (E)-N-[4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-3-cyano-7-ethoxy-6-quinolinyl]-3-[(2S,4R)-4-hydroxy-1-methyl-pyrrolidin-2-yl]propan-2-enoylamine 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: 40.4%

: 1269662-81-8
(E)-3-[(2S,4R)-4-(tert-butyl(dimethyl)silyl)oxy-1-methylpyrrolidin-2-yl]-N-[4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-3-cyano-7-ethoxy-6-quinolyl]prop-2-enoylamine

: 1269662-71-6
(E)-N-[4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-3-cyano-7-ethoxy-6-quinolinyl]-3-[(2S,4R)-4-hydroxy-1-methyl-pyrrolidin-2-yl]propan-2-enoylamine

Guidance literature:: (E)-3-[(2S,4R)-4-(tert-butyl(dimethyl)silyl)oxy-1-methylpyrrolidin-2-yl]-N-[4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-3-cyano-7-ethoxy-6-quinolyl]prop-2-enoylamine; With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 12h;

With water; In tetrahydrofuran;

Reference yield:

: 848139-78-6
6-amino-4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-7-ethoxyquinoline-3-carbonitrile

: 1269662-71-6
(E)-N-[4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-3-cyano-7-ethoxy-6-quinolinyl]-3-[(2S,4R)-4-hydroxy-1-methyl-pyrrolidin-2-yl]propan-2-enoylamine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 0.5 h / 40 °C

1.2: 12 h / 40 °C

2.1: lithium hexamethyldisilazane / toluene; tetrahydrofuran / 0.75 h / Cooling with dry ice

2.2: 13 h / 20 °C / Cooling with dry ice

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h

With tetrabutyl ammonium fluoride; 1,1'-carbonyldiimidazole; lithium hexamethyldisilazane; In tetrahydrofuran; toluene;

Reference yield:

: 13135-69-8
(2S,4R)-methyl 4-hydroxy-1-methylpyrrolidine-2-carboxylate

: 1269662-71-6
(E)-N-[4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-3-cyano-7-ethoxy-6-quinolinyl]-3-[(2S,4R)-4-hydroxy-1-methyl-pyrrolidin-2-yl]propan-2-enoylamine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1H-imidazole / dichloromethane / 12 h

2.1: diisobutylaluminium hydride / dichloromethane / 6 h / Cooling with ice

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.75 h / Cooling with dry ice

3.2: 0.17 h / 20 °C / Cooling with dry ice

4.1: lithium hexamethyldisilazane / toluene; tetrahydrofuran / 0.75 h / Cooling with dry ice

4.2: 13 h / 20 °C / Cooling with dry ice

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h

With 1H-imidazole; oxalyl dichloride; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; dimethyl sulfoxide; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; toluene;