2-(3,5-bis(trifluoromethyl)phenyl)-2-(((4-(2-fluorophenyl)pyridin-3-yl)methyl)(propyl)amino)acetonitrile

Base Information

• Chemical Name: 2-(3,5-bis(trifluoromethyl)phenyl)-2-(((4-(2-fluorophenyl)pyridin-3-yl)methyl)(propyl)amino)acetonitrile
• CAS No.: 1491169-39-1
• Molecular Formula: C₂₅H₂₀F₇N₃
• Molecular Weight: 495.443
• Mol file: 1491169-39-1.mol

Synonyms:2-(3,5-bis(trifluoromethyl)phenyl)-2-(((4-(2-fluorophenyl)pyridin-3-yl)methyl)(propyl)amino)acetonitrile

Chemical Property of 2-(3,5-bis(trifluoromethyl)phenyl)-2-(((4-(2-fluorophenyl)pyridin-3-yl)methyl)(propyl)amino)acetonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(3,5-bis(trifluoromethyl)phenyl)-2-(((4-(2-fluorophenyl)pyridin-3-yl)methyl)(propyl)amino)acetonitrile

There total 10 articles about 2-(3,5-bis(trifluoromethyl)phenyl)-2-(((4-(2-fluorophenyl)pyridin-3-yl)methyl)(propyl)amino)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: 44.0%

2-(3,5-bis(trifluoromethyl)phenyl)-2-((4-(2-fluorophenyl)pyridin-3-yl)methylamino)acetonitrile (1491169-34-6) + propionaldehyde (123-38-6) → 2-(3,5-bis(trifluoromethyl)phenyl)-2-(((4-(2-fluorophenyl)pyridin-3-yl)methyl)(propyl)amino)acetonitrile (1491169-39-1)

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; In 1,2-dichloro-ethane; at 20 ℃; for 120h;

DOI:10.1016/j.ejmech.2013.07.050

Reference yield:

ethyl 4-(2-fluorophenyl)nicotinate (1491168-99-0) → 2-(3,5-bis(trifluoromethyl)phenyl)-2-(((4-(2-fluorophenyl)pyridin-3-yl)methyl)(propyl)amino)acetonitrile (1491169-39-1)

Guidance literature:

Multi-step reaction with 5 steps

1: diisobutylaluminium hydride / toluene; dichloromethane / 1.5 h / -78 °C / Inert atmosphere

2: [bis(acetoxy)iodo]benzene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane / 20 °C

3: sodium tris(acetoxy)borohydride / dichloromethane / 20 °C

4: 24 h / 0 - 20 °C

5: acetic acid; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 120 h / 20 °C

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; acetic acid; In dichloromethane; 1,2-dichloro-ethane; toluene;

DOI:10.1016/j.ejmech.2013.07.050

Reference yield:

o-fluorophenylboronic acid (1993-03-9) → 2-(3,5-bis(trifluoromethyl)phenyl)-2-(((4-(2-fluorophenyl)pyridin-3-yl)methyl)(propyl)amino)acetonitrile (1491169-39-1)

Guidance literature:

Multi-step reaction with 6 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / water; 1,2-dimethoxyethane / 12 h / 85 °C / Inert atmosphere

2: diisobutylaluminium hydride / toluene; dichloromethane / 1.5 h / -78 °C / Inert atmosphere

3: [bis(acetoxy)iodo]benzene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane / 20 °C

4: sodium tris(acetoxy)borohydride / dichloromethane / 20 °C

5: 24 h / 0 - 20 °C

6: acetic acid; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 120 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; potassium carbonate; acetic acid; In 1,2-dimethoxyethane; dichloromethane; water; 1,2-dichloro-ethane; toluene; 1: |Suzuki Coupling;

DOI:10.1016/j.ejmech.2013.07.050

upstream raw materials:

2-(3,5-bis(trifluoromethyl)phenyl)-2-((4-(2-fluorophenyl)pyridin-3-yl)methylamino)acetonitrile

propionaldehyde

ethyl 4-(2-fluorophenyl)nicotinate

o-fluorophenylboronic acid