4-(4-(trifluoromethoxy)phenyl)-5,6-dihydropyridin-1(2H)-carboxylate tert-butyl ester

Base Information

• Chemical Name: 4-(4-(trifluoromethoxy)phenyl)-5,6-dihydropyridin-1(2H)-carboxylate tert-butyl ester
• CAS No.: 462127-22-6
• Molecular Formula: C₁₇H₂₀F₃NO₃
• Molecular Weight: 343.346
• Mol file: 462127-22-6.mol

Synonyms:4-(4-(trifluoromethoxy)phenyl)-5,6-dihydropyridin-1(2H)-carboxylate tert-butyl ester

Chemical Property of 4-(4-(trifluoromethoxy)phenyl)-5,6-dihydropyridin-1(2H)-carboxylate tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(4-(trifluoromethoxy)phenyl)-5,6-dihydropyridin-1(2H)-carboxylate tert-butyl ester

There total 3 articles about 4-(4-(trifluoromethoxy)phenyl)-5,6-dihydropyridin-1(2H)-carboxylate tert-butyl ester 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: 96.0%

4-Trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (138647-49-1) + 4-trifluoromethoxyphenylboronic acid (139301-27-2) → 4-(4-(trifluoromethoxy)phenyl)-5,6-dihydropyridin-1(2H)-carboxylate tert-butyl ester (462127-22-6)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In 1,4-dioxane; water; at 80 ℃; for 7h; Inert atmosphere;

Reference yield: 77.0%

→ 4-(4-(trifluoromethoxy)phenyl)-5,6-dihydropyridin-1(2H)-carboxylate tert-butyl ester (462127-22-6)

Guidance literature:

Reference yield:

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → 4-(4-(trifluoromethoxy)phenyl)-5,6-dihydropyridin-1(2H)-carboxylate tert-butyl ester (462127-22-6)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium diisopropyl amide / tetrahydrofuran / -78 - 20 °C

2: lithium chloride; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane / 9 h / 85 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; 1,2-dimethoxyethane;

DOI:10.1021/acsmedchemlett.5b00176

upstream raw materials:

N-tert-butyloxycarbonylpiperidin-4-one

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

4-trifluoromethoxyphenylboronic acid

Downstream raw materials:

4-(4-(trifluoromethoxy)phenyl)piperidine-1-formic acid tert-butyl ester

4-(4-(trifluoromethoxy)phenyl)piperidine

4-(4-(4-(trifluoromethoxy)phenyl)piperidine-1-yl)benzonitrile

(4-{4-[4-(trifluoromethoxy)phenyl]piperidin-1-yl}phenyl)methanamine