(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

Base Information

• Chemical Name: (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
• CAS No.: 1269662-81-8
• Molecular Formula: C₃₈H₄₅ClN₆O₄Si
• Molecular Weight: 713.352
• Mol file: 1269662-81-8.mol

Synonyms:(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

Chemical Property of (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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (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

There total 6 articles about (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 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:

diethyl ({[4-({3-chloro-4-[(pyridin-2-yl)methoxy]phenyl}amino)-3-cyano-7-ethoxyquinolin-6-yl]carbamoyl}methyl)phosphonate (1269662-79-4) + (2S,4R)-4-(tert-butyl(dimethyl)silyl)oxy-1-methylpyrrolidine-2-carbaldehyde (209164-24-9) → (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 (1269662-81-8)

Guidance literature:

diethyl ({[4-({3-chloro-4-[(pyridin-2-yl)methoxy]phenyl}amino)-3-cyano-7-ethoxyquinolin-6-yl]carbamoyl}methyl)phosphonate; With lithium hexamethyldisilazane; In tetrahydrofuran; toluene; for 0.75h; Cooling with dry ice;

(2S,4R)-4-(tert-butyl(dimethyl)silyl)oxy-1-methylpyrrolidine-2-carbaldehyde; In tetrahydrofuran; toluene; at 20 ℃; for 13h; Cooling with dry ice;

Reference yield:

6-amino-4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-7-ethoxyquinoline-3-carbonitrile (848139-78-6) → (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 (1269662-81-8)

Guidance literature:

Multi-step reaction with 2 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

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

Reference yield:

[(2S,4R)-4-(tert-butyl(dimethyl)silyl)oxy-1-methylpyrrolidin-2-yl]methanol (209164-23-8) → (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 (1269662-81-8)

Guidance literature:

Multi-step reaction with 2 steps

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

1.2: 0.17 h / 20 °C / Cooling with dry ice

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

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

With oxalyl dichloride; dimethyl sulfoxide; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; toluene;

upstream raw materials:

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

diethyl ({[4-({3-chloro-4-[(pyridin-2-yl)methoxy]phenyl}amino)-3-cyano-7-ethoxyquinolin-6-yl]carbamoyl}methyl)phosphonate

(2S,4R)-4-(tert-butyl(dimethyl)silyl)oxy-1-methylpyrrolidine-2-carbaldehyde

(R)-4-hydroxy-L-proline ethyl ester

Downstream raw materials:

(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

Refernces

• 1、 -. "6-AMINO QUINAZOLINE OR 3-CYANO QUINOLINE DERIVATIVES, PREPARATION METHODS AND PHARMACEUTICAL USES THEREOF". . . Retrieved 2012/07/13.