4-(3-(4-(cyclopentyl(hydroxy)(thiazol-2-yl)methyl)piperidin-1-yl)propoxy)benzonitrile

Base Information

• Chemical Name: 4-(3-(4-(cyclopentyl(hydroxy)(thiazol-2-yl)methyl)piperidin-1-yl)propoxy)benzonitrile
• CAS No.: 1560968-23-1
• Molecular Formula: C₂₄H₃₁N₃O₂S
• Molecular Weight: 425.595
• Mol file: 1560968-23-1.mol

Synonyms:4-(3-(4-(cyclopentyl(hydroxy)(thiazol-2-yl)methyl)piperidin-1-yl)propoxy)benzonitrile

Chemical Property of 4-(3-(4-(cyclopentyl(hydroxy)(thiazol-2-yl)methyl)piperidin-1-yl)propoxy)benzonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(3-(4-(cyclopentyl(hydroxy)(thiazol-2-yl)methyl)piperidin-1-yl)propoxy)benzonitrile

There total 9 articles about 4-(3-(4-(cyclopentyl(hydroxy)(thiazol-2-yl)methyl)piperidin-1-yl)propoxy)benzonitrile 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: 75.0%

2-bromo-1,3-thiazole (3034-53-5,215777-74-5) + 4-(3-(4-(cyclopentanecarbonyl)piperidin-1-yl)propoxy)benzonitrile (1560968-36-6) → 4-(3-(4-(cyclopentyl(hydroxy)(thiazol-2-yl)methyl)piperidin-1-yl)propoxy)benzonitrile (1560968-23-1)

Guidance literature:

2-bromo-1,3-thiazole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h;

4-(3-(4-(cyclopentanecarbonyl)piperidin-1-yl)propoxy)benzonitrile; In tetrahydrofuran; hexane; at 50 ℃; for 2h;

DOI:10.1021/jm401868d

Reference yield:

C14H22N2OS + 4-cyanophenol (767-00-0) + 1.3-chlorobromopropane (109-70-6) → 4-(3-(4-(cyclopentyl(hydroxy)(thiazol-2-yl)methyl)piperidin-1-yl)propoxy)benzonitrile (1560968-23-1)

Guidance literature:

C₁₄H₂₂N₂OS; 1.3-chlorobromopropane; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

4-cyanophenol; With potassium carbonate; at 40 ℃; for 2h;

DOI:10.1016/j.bmcl.2015.04.026

Reference yield:

cyclopentyl(piperidin-4-yl)methanone (86542-96-3) → 4-(3-(4-(cyclopentyl(hydroxy)(thiazol-2-yl)methyl)piperidin-1-yl)propoxy)benzonitrile (1560968-23-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / N,N-dimethyl-formamide

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C

2.2: 2 h / 50 °C

With n-butyllithium; potassium carbonate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;

DOI:10.1021/jm401868d

upstream raw materials:

cyclopentyl(piperidin-4-yl)methanone

2-bromo-1,3-thiazole

4-(3-(4-(cyclopentanecarbonyl)piperidin-1-yl)propoxy)benzonitrile

4-cyanophenol