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

Base Information

• Chemical Name: tert-butyl 4-(4-((4-chloro-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate
• CAS No.: 1383682-52-7
• Molecular Formula: C₂₁H₂₄ClF₃N₄O₂
• Molecular Weight: 456.895
• Mol file: 1383682-52-7.mol

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

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

There total 4 articles about tert-butyl 4-(4-((4-chloro-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: 98.0%

tert-butyl 4-(4-aminophenyl)piperidin-1-carboxylate (170011-57-1) + 2,4-dichloro-5-trifluoromethylpyrimidine (3932-97-6) → tert-butyl 4-(4-((4-chloro-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate (1383682-52-7)

Guidance literature:

2,4-dichloro-5-trifluoromethylpyrimidine; With zinc(II) chloride; In cis-1,2-Dichloroethylene; diethyl ether; butan-1-ol; at 20 ℃; for 0.166667h;

tert-butyl 4-(4-aminophenyl)piperidin-1-carboxylate; With triethylamine; In cis-1,2-Dichloroethylene; diethyl ether; butan-1-ol; at 20 ℃;

Reference yield:

4-Trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (138647-49-1) → tert-butyl 4-(4-((4-chloro-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate (1383682-52-7)

Guidance literature:

Multi-step reaction with 3 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

With hydrogen; sodium carbonate; lithium chloride; zinc(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; In 1,4-dioxane; ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide; tert-butyl alcohol;

Reference yield:

tert-butyl 4-(4-nitrophenyl)-3,6-dihydro-1(2H)-pyridinecarboxylate (387827-33-0) → tert-butyl 4-(4-((4-chloro-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate (1383682-52-7)

Guidance literature:

Multi-step reaction with 2 steps

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

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

2.2: 24.5 h / 0 - 20 °C

With hydrogen; zinc(II) chloride; palladium 10% on activated carbon; In ethanol; 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

2,4-dichloro-5-trifluoromethylpyrimidine

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

Downstream raw materials:

C₃₂H₃₇F₃N₆O₃

tert-butyl 4-(4-((4-((3-(2-ethoxy-2-oxoethyl)pyrazin-2-yl)ethynyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate

2-(3-(2-(2-((4-(1-methylpiperidin-4-yl)phenyl)amino)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)pyrazin-2-yl)acetamide

2-(3-(2-(2-((4-(piperidin-4-yl)phenyl)amino)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)pyrazin-2-yl)acetamide