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

Base Information

• Chemical Name: 2-(3,5-bis(trifluoromethyl)phenyl)-2-((4-(2-fluorophenyl)pyridin-3-yl)methylamino)acetic acid
• CAS No.: 1491169-48-2
• Molecular Formula: C₂₂H₁₅F₇N₂O₂
• Molecular Weight: 472.362
• Mol file: 1491169-48-2.mol

Synonyms:2-(3,5-bis(trifluoromethyl)phenyl)-2-((4-(2-fluorophenyl)pyridin-3-yl)methylamino)acetic acid

Chemical Property of 2-(3,5-bis(trifluoromethyl)phenyl)-2-((4-(2-fluorophenyl)pyridin-3-yl)methylamino)acetic acid

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)methylamino)acetic acid

There total 7 articles about 2-(3,5-bis(trifluoromethyl)phenyl)-2-((4-(2-fluorophenyl)pyridin-3-yl)methylamino)acetic acid 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: 69.0%

2-(3,5-bis(trifluoromethyl)phenyl)-2-((4-(2-fluorophenyl)pyridin-3-yl)methylamino)acetic acid methyl ester (1491169-19-7) → 2-(3,5-bis(trifluoromethyl)phenyl)-2-((4-(2-fluorophenyl)pyridin-3-yl)methylamino)acetic acid (1491169-48-2)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃;

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)methylamino)acetic acid (1491169-48-2)

Guidance literature:

Multi-step reaction with 6 steps

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

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; diphenyl phosphoryl azide / tetrahydrofuran / 5 h / Reflux; Inert atmosphere

3.1: triphenylphosphine / water; tetrahydrofuran / 20 °C

4.1: hydrogenchloride

5.1: triethylamine / acetonitrile / 0.5 h / 0 °C / Inert atmosphere

5.2: 3 h / 0 - 20 °C / Inert atmosphere

6.1: sodium hydroxide / methanol / 20 °C

With hydrogenchloride; diphenyl phosphoryl azide; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; toluene; acetonitrile; 3.1: |Staudinger Azide Reduction;

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)methylamino)acetic acid (1491169-48-2)

Guidance literature:

Multi-step reaction with 7 steps

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

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

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; diphenyl phosphoryl azide / tetrahydrofuran / 5 h / Reflux; Inert atmosphere

4.1: triphenylphosphine / water; tetrahydrofuran / 20 °C

5.1: hydrogenchloride

6.1: triethylamine / acetonitrile / 0.5 h / 0 °C / Inert atmosphere

6.2: 3 h / 0 - 20 °C / Inert atmosphere

7.1: sodium hydroxide / methanol / 20 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diphenyl phosphoryl azide; diisobutylaluminium hydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; toluene; acetonitrile; 1.1: |Suzuki Coupling / 4.1: |Staudinger Azide Reduction;

DOI:10.1016/j.ejmech.2013.07.050

upstream raw materials:

ethyl 4-(2-fluorophenyl)nicotinate

o-fluorophenylboronic acid

2-(3,5-bis(trifluoromethyl)phenyl)-2-((4-(2-fluorophenyl)pyridin-3-yl)methylamino)acetic acid methyl ester

(4-(2-fluorophenyl)pyridin-3-yl)methanamine