(E)-tert-butyl 4-((4-cyano-5-(((dimethylamino)methylene)amino)-2-methoxyphenoxy)methyl)piperidine-1-carboxylate

Base Information

• Chemical Name: (E)-tert-butyl 4-((4-cyano-5-(((dimethylamino)methylene)amino)-2-methoxyphenoxy)methyl)piperidine-1-carboxylate
• CAS No.: 723283-25-8
• Molecular Formula: C₂₂H₃₂N₄O₄
• Molecular Weight: 416.52

Synonyms:(E)-tert-butyl 4-((4-cyano-5-(((dimethylamino)methylene)amino)-2-methoxyphenoxy)methyl)piperidine-1-carboxylate

Chemical Property of (E)-tert-butyl 4-((4-cyano-5-(((dimethylamino)methylene)amino)-2-methoxyphenoxy)methyl)piperidine-1-carboxylate

Chemical Property:

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Technology Process of (E)-tert-butyl 4-((4-cyano-5-(((dimethylamino)methylene)amino)-2-methoxyphenoxy)methyl)piperidine-1-carboxylate

There total 10 articles about (E)-tert-butyl 4-((4-cyano-5-(((dimethylamino)methylene)amino)-2-methoxyphenoxy)methyl)piperidine-1-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: 100.0%

(E)-N'-(2-cyano-5-hydroxy-4-methoxyphenyl)-N,N-dimethylformimidamide trifluoroacetic acid salt + N-tert-butoxycarbonyl-4-(4-toluenesulphonyloxymethyl)piperidine (166815-96-9) → (E)-tert-butyl 4-((4-cyano-5-(((dimethylamino)methylene)amino)-2-methoxyphenoxy)methyl)piperidine-1-carboxylate (723283-25-8)

Guidance literature:

With caesium carbonate; In acetonitrile; Reflux;

Reference yield: 58.0%

(E)-N'-(2-cyano-5-hydroxy-4-methoxyphenyl)-N,N-dimethylformimidamide + N-tert-butoxycarbonyl-4-(4-toluenesulphonyloxymethyl)piperidine (166815-96-9) → (E)-tert-butyl 4-((4-cyano-5-(((dimethylamino)methylene)amino)-2-methoxyphenoxy)methyl)piperidine-1-carboxylate (723283-25-8)

Guidance literature:

With caesium carbonate; In acetonitrile; for 3h; Reflux;

DOI:10.1016/j.tetlet.2017.02.082

Reference yield:

(E/Z)-N'-(2-cyano-5-hydroxy-4-methoxyphenyl)-N,N-dimethyl-formimidamide (385785-16-0) + N-tert-butoxycarbonyl-4-(4-toluenesulphonyloxymethyl)piperidine (166815-96-9) → (E)-tert-butyl 4-((4-cyano-5-(((dimethylamino)methylene)amino)-2-methoxyphenoxy)methyl)piperidine-1-carboxylate (723283-25-8)

Guidance literature:

With caesium carbonate; In acetonitrile; for 18h; Heating / reflux;

upstream raw materials:

(E/Z)-N'-(2-cyano-5-hydroxy-4-methoxyphenyl)-N,N-dimethyl-formimidamide

N-tert-butoxycarbonyl-4-(4-toluenesulphonyloxymethyl)piperidine

N'-(5-benzyloxy-2-cyano-4-methoxy-phenyl)-N,N-dimethylformamidine

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Downstream raw materials:

N-Desmethylvandetanib

vandetanib

4-(((4-((4-bromo-2-fluorophenyl)amino)-6-methoxyquinazolin-7-yl)oxy)methyl)piperidine-1-carboxylic acid tert-butyl ester

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