2-((2S,4R)-1-(4-(((3,4-trans)-1-(2-fluoro-5-methoxyphenyl)-3-methylpiperidin-4-yl)oxy)phenyl)-4-methoxypyrrolidin-2-yl)acetonitrile

Base Information

• Chemical Name: 2-((2S,4R)-1-(4-(((3,4-trans)-1-(2-fluoro-5-methoxyphenyl)-3-methylpiperidin-4-yl)oxy)phenyl)-4-methoxypyrrolidin-2-yl)acetonitrile
• CAS No.: 1610033-60-7
• Molecular Formula: C₂₆H₃₂FN₃O₃
• Molecular Weight: 453.557
• Mol file: 1610033-60-7.mol

Synonyms:2-((2S,4R)-1-(4-(((3,4-trans)-1-(2-fluoro-5-methoxyphenyl)-3-methylpiperidin-4-yl)oxy)phenyl)-4-methoxypyrrolidin-2-yl)acetonitrile

Chemical Property of 2-((2S,4R)-1-(4-(((3,4-trans)-1-(2-fluoro-5-methoxyphenyl)-3-methylpiperidin-4-yl)oxy)phenyl)-4-methoxypyrrolidin-2-yl)acetonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((2S,4R)-1-(4-(((3,4-trans)-1-(2-fluoro-5-methoxyphenyl)-3-methylpiperidin-4-yl)oxy)phenyl)-4-methoxypyrrolidin-2-yl)acetonitrile

There total 7 articles about 2-((2S,4R)-1-(4-(((3,4-trans)-1-(2-fluoro-5-methoxyphenyl)-3-methylpiperidin-4-yl)oxy)phenyl)-4-methoxypyrrolidin-2-yl)acetonitrile 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: 68.0%

sodium cyanide (773837-37-9) + ((2R,4R)-1-(4-(((3,4-trans)-1-(2-fluoro-5-methoxyphenyl)-3-methylpiperidin-4-yl)oxy)phenyl)-4-methoxypyrrolidin-2-yl)methanol (1610033-59-4) → 2-((2S,4R)-1-(4-(((3,4-trans)-1-(2-fluoro-5-methoxyphenyl)-3-methylpiperidin-4-yl)oxy)phenyl)-4-methoxypyrrolidin-2-yl)acetonitrile (1610033-60-7)

Guidance literature:

((2R,4R)-1-(4-(((3,4-trans)-1-(2-fluoro-5-methoxyphenyl)-3-methylpiperidin-4-yl)oxy)phenyl)-4-methoxypyrrolidin-2-yl)methanol; With methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 ℃; for 0.666667h;

sodium cyanide; In dimethyl sulfoxide; at 50 ℃;

Reference yield:

2-bromo-1-fluoro-4-methoxy-benzene → 2-((2S,4R)-1-(4-(((3,4-trans)-1-(2-fluoro-5-methoxyphenyl)-3-methylpiperidin-4-yl)oxy)phenyl)-4-methoxypyrrolidin-2-yl)acetonitrile (1610033-60-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium hexamethyldisilazane / tetrahydrofuran / 70 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.75 h / 0 - 20 °C

2.2: 1.5 h / 50 °C

3.1: palladium 10% on activated carbon; hydrogen / methanol / 55 °C

4.1: sodium nitrite; potassium iodide; toluene-4-sulfonic acid / water; acetonitrile / 1 h / 0 - 20 °C

5.1: sodium hydroxide; copper(l) iodide / butan-1-ol / 90 °C

6.1: triethylamine; methanesulfonyl chloride / dichloromethane / 0.67 h / 0 °C

6.2: 50 °C

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; palladium 10% on activated carbon; hydrogen; sodium hydride; toluene-4-sulfonic acid; methanesulfonyl chloride; triethylamine; potassium iodide; sodium hydroxide; lithium hexamethyldisilazane; sodium nitrite; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil; butan-1-ol;

Reference yield:

4-hydroxy-3-methylpiperidine (33557-57-2,36173-52-1) → 2-((2S,4R)-1-(4-(((3,4-trans)-1-(2-fluoro-5-methoxyphenyl)-3-methylpiperidin-4-yl)oxy)phenyl)-4-methoxypyrrolidin-2-yl)acetonitrile (1610033-60-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium hexamethyldisilazane / tetrahydrofuran / 70 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.75 h / 0 - 20 °C

2.2: 1.5 h / 50 °C

3.1: palladium 10% on activated carbon; hydrogen / methanol / 55 °C

4.1: sodium nitrite; potassium iodide; toluene-4-sulfonic acid / water; acetonitrile / 1 h / 0 - 20 °C

5.1: sodium hydroxide; copper(l) iodide / butan-1-ol / 90 °C

6.1: triethylamine; methanesulfonyl chloride / dichloromethane / 0.67 h / 0 °C

6.2: 50 °C

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; palladium 10% on activated carbon; hydrogen; sodium hydride; toluene-4-sulfonic acid; methanesulfonyl chloride; triethylamine; potassium iodide; sodium hydroxide; lithium hexamethyldisilazane; sodium nitrite; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil; butan-1-ol;

upstream raw materials:

4-hydroxy-3-methylpiperidine

sodium cyanide

((2R,4R)-1-(4-(((3,4-trans)-1-(2-fluoro-5-methoxyphenyl)-3-methylpiperidin-4-yl)oxy)phenyl)-4-methoxypyrrolidin-2-yl)methanol

Refernces