tert-butyl 4-(4-((4-(2-(5-(2-amino-2-oxoethyl)pyrimidin-4-yl)ethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 4-(4-((4-(2-(5-(2-amino-2-oxoethyl)pyrimidin-4-yl)ethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate
• CAS No.: 1393901-61-5
• Molecular Formula: C₂₉H₃₄F₃N₇O₃
• Molecular Weight: 585.629
• Mol file: 1393901-61-5.mol

Synonyms:tert-butyl 4-(4-((4-(2-(5-(2-amino-2-oxoethyl)pyrimidin-4-yl)ethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate

Chemical Property of tert-butyl 4-(4-((4-(2-(5-(2-amino-2-oxoethyl)pyrimidin-4-yl)ethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 4-(4-((4-(2-(5-(2-amino-2-oxoethyl)pyrimidin-4-yl)ethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate

There total 14 articles about tert-butyl 4-(4-((4-(2-(5-(2-amino-2-oxoethyl)pyrimidin-4-yl)ethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate 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: 83.0%

lithium 2-(4-(2-(2-((4-(1-(tert-butoxycarbonyl)piperidin-4-yl)phenyl)amino)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)pyrimidin-5-yl)acetate (1393901-60-4) → tert-butyl 4-(4-((4-(2-(5-(2-amino-2-oxoethyl)pyrimidin-4-yl)ethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate (1393901-61-5)

Guidance literature:

With ammonium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 - 35 ℃; for 44h; Inert atmosphere;

Reference yield:

4-Trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (138647-49-1) → tert-butyl 4-(4-((4-(2-(5-(2-amino-2-oxoethyl)pyrimidin-4-yl)ethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate (1393901-61-5)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium carbonate; lithium chloride / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 4 h / 85 - 90 °C

2.1: hydrogen / palladium 10% on activated carbon / N,N-dimethyl-formamide; ethanol / 24 h / 20 °C

3.1: zinc(II) chloride / 1,2-dichloro-ethane; tert-butyl alcohol / 1 h / 0 °C / Inert atmosphere

3.2: 24.5 h / 0 - 20 °C

4.1: triethylamine / copper(l) iodide; tri tert-butylphosphoniumtetrafluoroborate; trans-bis(triphenylphosphine)palladium dichloride / N,N-dimethyl-formamide / 0.33 h / 120 °C / Inert atmosphere; microwave irradiation

5.1: hydrogen / palladium 10% on activated carbon / ethyl acetate; N,N-dimethyl-formamide / 22 h / 20 °C / Inert atmosphere

6.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 18 h / 20 °C

7.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; ammonium carbonate / N,N-dimethyl-formamide; tetrahydrofuran / 44 h / 20 - 35 °C / Inert atmosphere

With lithium hydroxide monohydrate; water; hydrogen; ammonium carbonate; sodium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; zinc(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trans-bis(triphenylphosphine)palladium dichloride; palladium 10% on activated carbon; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; tert-butyl alcohol;

Reference yield:

tert-butyl 4-(4-aminophenyl)piperidin-1-carboxylate (170011-57-1) → tert-butyl 4-(4-((4-(2-(5-(2-amino-2-oxoethyl)pyrimidin-4-yl)ethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate (1393901-61-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: zinc(II) chloride / 1,2-dichloro-ethane; tert-butyl alcohol / 1 h / 0 °C / Inert atmosphere

1.2: 24.5 h / 0 - 20 °C

2.1: triethylamine / copper(l) iodide; tri tert-butylphosphoniumtetrafluoroborate; trans-bis(triphenylphosphine)palladium dichloride / N,N-dimethyl-formamide / 0.33 h / 120 °C / Inert atmosphere; microwave irradiation

3.1: hydrogen / palladium 10% on activated carbon / ethyl acetate; N,N-dimethyl-formamide / 22 h / 20 °C / Inert atmosphere

4.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 18 h / 20 °C

5.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; ammonium carbonate / N,N-dimethyl-formamide; tetrahydrofuran / 44 h / 20 - 35 °C / Inert atmosphere

With lithium hydroxide monohydrate; water; hydrogen; ammonium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; zinc(II) chloride; copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; palladium 10% on activated carbon; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; methanol; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; tert-butyl alcohol;

upstream raw materials:

4-Trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

tert-butyl 4-(4-aminophenyl)piperidin-1-carboxylate

tert-butyl 4-(4-nitrophenyl)-3,6-dihydro-1(2H)-pyridinecarboxylate

diethyl 2-formylbutanedioate

Downstream raw materials:

2-(4-(2-(2-((4-(piperidin-4-yl)phenyl)amino)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)pyrimidin-5-yl)acetamide

2-(4-(2-(2-((4-(1-methylpiperidin-4-yl)phenyl)amino)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)pyrimidin-5-yl)acetamide

Refernces

• 1、 -. "FAK INHIBITORS". . . Retrieved 2012/09/10.