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

Base Information

• Chemical Name: tert-butyl 4-(4-((4-((2-(2-methoxy-2-oxoethyl)-3-(trifluoromethyl)phenyl)ethynyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate
• CAS No.: 1566585-08-7
• Molecular Formula: C₃₃H₃₂F₆N₄O₄
• Molecular Weight: 662.632
• Mol file: 1566585-08-7.mol

Synonyms:

Chemical Property of tert-butyl 4-(4-((4-((2-(2-methoxy-2-oxoethyl)-3-(trifluoromethyl)phenyl)ethynyl)-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-(2-methoxy-2-oxoethyl)-3-(trifluoromethyl)phenyl)ethynyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate

There total 5 articles about tert-butyl 4-(4-((4-((2-(2-methoxy-2-oxoethyl)-3-(trifluoromethyl)phenyl)ethynyl)-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: 41.0%

tert-butyl 4-(4-((4-chloro-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate (1383682-52-7) + methyl 2-(2-ethynyl-6-(trifluoromethyl)phenyl)acetate (1566585-07-6) → tert-butyl 4-(4-((4-((2-(2-methoxy-2-oxoethyl)-3-(trifluoromethyl)phenyl)ethynyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate (1566585-08-7)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine; tri tert-butylphosphoniumtetrafluoroborate; In N,N-dimethyl-formamide; at 110 ℃; Inert atmosphere;

Reference yield:

2-(2-bromo-6-(trifluoromethyl)phenyl)acetic acid (1159512-50-1) → tert-butyl 4-(4-((4-((2-(2-methoxy-2-oxoethyl)-3-(trifluoromethyl)phenyl)ethynyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate (1566585-08-7)

Guidance literature:

Multi-step reaction with 4 steps

1: diethyl ether; methanol; toluene / 20 h / 20 °C

2: copper(l) iodide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 1.17 h / 90 - 100 °C / Microwave irradiation; Inert atmosphere

3: potassium carbonate / methanol / 0.17 h / 20 °C

4: copper(l) iodide; tri tert-butylphosphoniumtetrafluoroborate; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 110 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; tri tert-butylphosphoniumtetrafluoroborate; In methanol; diethyl ether; N,N-dimethyl-formamide; toluene;

Reference yield:

methyl 2-(2-bromo-6-(trifluoromethyl)phenyl)acetate (1566585-04-3) → tert-butyl 4-(4-((4-((2-(2-methoxy-2-oxoethyl)-3-(trifluoromethyl)phenyl)ethynyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate (1566585-08-7)

Guidance literature:

Multi-step reaction with 3 steps

1: copper(l) iodide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 1.17 h / 90 - 100 °C / Microwave irradiation; Inert atmosphere

2: potassium carbonate / methanol / 0.17 h / 20 °C

3: copper(l) iodide; tri tert-butylphosphoniumtetrafluoroborate; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 110 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; tri tert-butylphosphoniumtetrafluoroborate; In methanol; N,N-dimethyl-formamide;

upstream raw materials:

2-(2-bromo-6-(trifluoromethyl)phenyl)acetic acid

methyl 2-(2-bromo-6-(trifluoromethyl)phenyl)acetate

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

methyl 2-(2-ethynyl-6-(trifluoromethyl)phenyl)acetate

Downstream raw materials:

tert-butyl 4-(4-((4-(2-(2-methoxy-2-oxoethyl)-3-(trifluoromethyl)phenethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate

2-(2-(2-(2-((4-(1-(tert-butoxycarbonyl)piperidin-4-yl)phenyl)amino)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)-6-(trifluoromethyl)phenyl)acetic acid

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

2-(2-(2-(2-((4-(piperidine-4-yl)phenyl)amino)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)-6-(trifluoromethyl)phenyl)acetamide