4-Cyano-4-(3-cyclopentyloxy-4-methoxy-phenyl)-cyclohexanecarboxylic acid (2-cyano-ethyl)-amide

Base Information

Chemical Name:4-Cyano-4-(3-cyclopentyloxy-4-methoxy-phenyl)-cyclohexanecarboxylic acid (2-cyano-ethyl)-amide
CAS No.:153260-01-6
Molecular Formula:C₂₃H₂₉N₃O₃
Molecular Weight:395.502
Hs Code.:

Synonyms:4-Cyano-4-(3-cyclopentyloxy-4-methoxy-phenyl)-cyclohexanecarboxylic acid (2-cyano-ethyl)-amide

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Chemical Property of 4-Cyano-4-(3-cyclopentyloxy-4-methoxy-phenyl)-cyclohexanecarboxylic acid (2-cyano-ethyl)-amide

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Technology Process of 4-Cyano-4-(3-cyclopentyloxy-4-methoxy-phenyl)-cyclohexanecarboxylic acid (2-cyano-ethyl)-amide

There total 5 articles about 4-Cyano-4-(3-cyclopentyloxy-4-methoxy-phenyl)-cyclohexanecarboxylic acid (2-cyano-ethyl)-amide 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: 85.0%

: 151-18-8,60585-38-8
2-cyanoethylamine

: 153259-65-5,164414-71-5
cilomilast

: 153260-01-6
4-Cyano-4-(3-cyclopentyloxy-4-methoxy-phenyl)-cyclohexanecarboxylic acid (2-cyano-ethyl)-amide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 6h; Ambient temperature;
DOI:10.1021/jm970090r

Reference yield:

: 152630-47-2
4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]cyclohexan-1-one

: 153260-01-6
4-Cyano-4-(3-cyclopentyloxy-4-methoxy-phenyl)-cyclohexanecarboxylic acid (2-cyano-ethyl)-amide

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 10 min, 2.) THF, hexane, -78 deg C, 10 min

2: 56 percent / HgCl₂, HClO₄ / a) reflux, 2 h, b) RT, 42 h

3: 44 percent / aq. KOH / methanol; tetrahydrofuran / 1.5 h / Ambient temperature

4: 85 percent / HOBT, EDAC*HCl / CH₂Cl₂ / 6 h / Ambient temperature

With potassium hydroxide; n-butyllithium; perchloric acid; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; mercury dichloride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm970090r

Reference yield:

: 153260-05-0
2-[4-cyano-4-(3-cyclopentyloxy-4-methoxyphenyl)cyclohexylidene]-1,3-dithiane

: 153260-01-6
4-Cyano-4-(3-cyclopentyloxy-4-methoxy-phenyl)-cyclohexanecarboxylic acid (2-cyano-ethyl)-amide

Guidance literature:: Multi-step reaction with 3 steps

1: 56 percent / HgCl₂, HClO₄ / a) reflux, 2 h, b) RT, 42 h

2: 44 percent / aq. KOH / methanol; tetrahydrofuran / 1.5 h / Ambient temperature

3: 85 percent / HOBT, EDAC*HCl / CH₂Cl₂ / 6 h / Ambient temperature

With potassium hydroxide; perchloric acid; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; mercury dichloride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm970090r