tert-butyl 4-[[6-methyl-5-(2-methylphenyl)pyridin-2-yl]methyl]piperazine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 4-[[6-methyl-5-(2-methylphenyl)pyridin-2-yl]methyl]piperazine-1-carboxylate
• CAS No.: 1446819-57-3
• Molecular Formula: C₂₃H₃₁N₃O₂
• Molecular Weight: 381.518
• Mol file: 1446819-57-3.mol

Synonyms:tert-butyl 4-[[6-methyl-5-(2-methylphenyl)pyridin-2-yl]methyl]piperazine-1-carboxylate

Chemical Property of tert-butyl 4-[[6-methyl-5-(2-methylphenyl)pyridin-2-yl]methyl]piperazine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 4-[[6-methyl-5-(2-methylphenyl)pyridin-2-yl]methyl]piperazine-1-carboxylate

There total 3 articles about tert-butyl 4-[[6-methyl-5-(2-methylphenyl)pyridin-2-yl]methyl]piperazine-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: 92.0%

tert-butyl 4-[(5-bromo-6-methylpyridin-2-yl)methyl]piperazine-1-carboxylate (1446819-56-2) + 2-Methylphenylboronic acid (16419-60-6) → tert-butyl 4-[[6-methyl-5-(2-methylphenyl)pyridin-2-yl]methyl]piperazine-1-carboxylate (1446819-57-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; water; at 80 ℃; Inert atmosphere;

Reference yield:

5-bromo-6-methyl-pyridine-2-carbaldehyde (137778-18-8) → tert-butyl 4-[[6-methyl-5-(2-methylphenyl)pyridin-2-yl]methyl]piperazine-1-carboxylate (1446819-57-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1,2-dichloro-ethane / 0.5 h / 20 °C

1.2: 20 °C

2.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 80 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; water; 1,2-dichloro-ethane;

Reference yield:

5-bromo-6-methylpyridine-2-carboxylic acid methylester (1215860-20-0) → tert-butyl 4-[[6-methyl-5-(2-methylphenyl)pyridin-2-yl]methyl]piperazine-1-carboxylate (1446819-57-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: diisobutylaluminium hydride / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

2.1: 1,2-dichloro-ethane / 0.5 h / 20 °C

2.2: 20 °C

3.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 80 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisobutylaluminium hydride; potassium carbonate; In tetrahydrofuran; 1,4-dioxane; hexane; water; 1,2-dichloro-ethane;

upstream raw materials:

5-bromo-6-methyl-pyridine-2-carbaldehyde

tert-butyl 4-[(5-bromo-6-methylpyridin-2-yl)methyl]piperazine-1-carboxylate

2-Methylphenylboronic acid

5-bromo-6-methylpyridine-2-carboxylic acid methylester

Downstream raw materials:

1-[[6-methyl-5-(2-methylphenyl)pyridin-2-yl]methyl]piperazine

1,1,1,3,3,3-hexafluoropropan-2-yl 4-[[6-methyl-5-(2-methylphenyl)pyridin-2-yl]methyl]piperazine-1-carboxylate