tert-butyl {2-[(3-{2-[4-(2-hydroxyethyl)piperidin-1-yl]pyrimidin-5-yl}benzyl)(methyl)amino]-2-oxoethyl}carbamate

Base Information

• Chemical Name: tert-butyl {2-[(3-{2-[4-(2-hydroxyethyl)piperidin-1-yl]pyrimidin-5-yl}benzyl)(methyl)amino]-2-oxoethyl}carbamate
• CAS No.: 1279028-47-5
• Molecular Formula: C₂₆H₃₇N₅O₄
• Molecular Weight: 483.611
• Mol file: 1279028-47-5.mol

Synonyms:tert-butyl {2-[(3-{2-[4-(2-hydroxyethyl)piperidin-1-yl]pyrimidin-5-yl}benzyl)(methyl)amino]-2-oxoethyl}carbamate

Chemical Property of tert-butyl {2-[(3-{2-[4-(2-hydroxyethyl)piperidin-1-yl]pyrimidin-5-yl}benzyl)(methyl)amino]-2-oxoethyl}carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl {2-[(3-{2-[4-(2-hydroxyethyl)piperidin-1-yl]pyrimidin-5-yl}benzyl)(methyl)amino]-2-oxoethyl}carbamate

There total 4 articles about tert-butyl {2-[(3-{2-[4-(2-hydroxyethyl)piperidin-1-yl]pyrimidin-5-yl}benzyl)(methyl)amino]-2-oxoethyl}carbamate 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%

4-(2-Hydroxyethyl)piperidine (622-26-4) + tert-butyl (2-{[3-(2-chloropyrimidin-5-yl)benzyl](methyl)amino}-2-oxoethyl)carbamate (1279027-08-5) → tert-butyl {2-[(3-{2-[4-(2-hydroxyethyl)piperidin-1-yl]pyrimidin-5-yl}benzyl)(methyl)amino]-2-oxoethyl}carbamate (1279028-47-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.bmc.2017.05.059

Reference yield:

tert-butyl (2-{methyl[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]amino}-2-oxoethyl)carbamate (1279027-31-4) → tert-butyl {2-[(3-{2-[4-(2-hydroxyethyl)piperidin-1-yl]pyrimidin-5-yl}benzyl)(methyl)amino]-2-oxoethyl}carbamate (1279028-47-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 24 h / Inert atmosphere; Heating

2: potassium carbonate / N,N-dimethyl-formamide / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; potassium carbonate; In 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; 1: |Suzuki-Miyaura Coupling;

DOI:10.1016/j.bmc.2017.05.059

Reference yield:

tert-butyl {2-[(3-bromobenzyl)(methyl)amino]-2-oxoethyl}carbamate (1279027-03-0) → tert-butyl {2-[(3-{2-[4-(2-hydroxyethyl)piperidin-1-yl]pyrimidin-5-yl}benzyl)(methyl)amino]-2-oxoethyl}carbamate (1279028-47-5)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium acetate; bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 18 h / 80 °C / Inert atmosphere

2: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 24 h / Inert atmosphere; Heating

3: potassium carbonate / N,N-dimethyl-formamide / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; sodium carbonate; potassium carbonate; In 1,4-dioxane; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; 1: |Miyaura Borylation Reaction / 2: |Suzuki-Miyaura Coupling;

DOI:10.1016/j.bmc.2017.05.059

upstream raw materials:

tert-butyl (2-{methyl[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]amino}-2-oxoethyl)carbamate

tert-butyl {2-[(3-bromobenzyl)(methyl)amino]-2-oxoethyl}carbamate

4-(2-Hydroxyethyl)piperidine

tert-butyl (2-{[3-(2-chloropyrimidin-5-yl)benzyl](methyl)amino}-2-oxoethyl)carbamate