tert-butyl N-[1-[[5-bromo-6-(2-phenylethynyl)pyridin-2-yl]amino]-1-oxo-propan-2-yl]-N-methylcarbamate

Base Information

• Chemical Name: tert-butyl N-[1-[[5-bromo-6-(2-phenylethynyl)pyridin-2-yl]amino]-1-oxo-propan-2-yl]-N-methylcarbamate
• CAS No.: 1452573-08-8
• Molecular Formula: C₂₂H₂₄BrN₃O₃
• Molecular Weight: 458.355
• Mol file: 1452573-08-8.mol

Synonyms:tert-butyl N-[1-[[5-bromo-6-(2-phenylethynyl)pyridin-2-yl]amino]-1-oxo-propan-2-yl]-N-methylcarbamate

Chemical Property of tert-butyl N-[1-[[5-bromo-6-(2-phenylethynyl)pyridin-2-yl]amino]-1-oxo-propan-2-yl]-N-methylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl N-[1-[[5-bromo-6-(2-phenylethynyl)pyridin-2-yl]amino]-1-oxo-propan-2-yl]-N-methylcarbamate

There total 3 articles about tert-butyl N-[1-[[5-bromo-6-(2-phenylethynyl)pyridin-2-yl]amino]-1-oxo-propan-2-yl]-N-methylcarbamate 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: 74.0%

(S)-N-tert-butoxycarbonyl-N-methyl-2-amino-propionic acid (13734-31-1) + 5-bromo-6-(2-phenylethynyl)pyridin-2-amine (1452572-96-1) → tert-butyl N-[1-[[5-bromo-6-(2-phenylethynyl)pyridin-2-yl]amino]-1-oxo-propan-2-yl]-N-methylcarbamate (1452573-08-8)

Guidance literature:

(S)-N-tert-butoxycarbonyl-N-methyl-2-amino-propionic acid; With dicyclohexyl-carbodiimide; In dichloromethane; for 0.5h; Cooling with ice;

5-bromo-6-(2-phenylethynyl)pyridin-2-amine; In dichloromethane; at 20 ℃; for 168h;

Reference yield:

5,6-dibromopyridin-2-ylamine (89284-11-7) → tert-butyl N-[1-[[5-bromo-6-(2-phenylethynyl)pyridin-2-yl]amino]-1-oxo-propan-2-yl]-N-methylcarbamate (1452573-08-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: copper(l) iodide; bis(triphenylphosphine)palladium(II) dichloride; triethylamine / acetonitrile; tetrahydrofuran / 2 h / 50 °C / Inert atmosphere

2.1: dicyclohexyl-carbodiimide / dichloromethane / 0.5 h / Cooling with ice

2.2: 168 h / 20 °C

With copper(l) iodide; bis(triphenylphosphine)palladium(II) dichloride; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; acetonitrile;

Reference yield:

phenylacetylene (536-74-3) → tert-butyl N-[1-[[5-bromo-6-(2-phenylethynyl)pyridin-2-yl]amino]-1-oxo-propan-2-yl]-N-methylcarbamate (1452573-08-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: copper(l) iodide; bis(triphenylphosphine)palladium(II) dichloride; triethylamine / acetonitrile; tetrahydrofuran / 2 h / 50 °C / Inert atmosphere

2.1: dicyclohexyl-carbodiimide / dichloromethane / 0.5 h / Cooling with ice

2.2: 168 h / 20 °C

With copper(l) iodide; bis(triphenylphosphine)palladium(II) dichloride; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; acetonitrile;

upstream raw materials:

5,6-dibromopyridin-2-ylamine

(S)-N-tert-butoxycarbonyl-N-methyl-2-amino-propionic acid

5-bromo-6-(2-phenylethynyl)pyridin-2-amine

phenylacetylene

Downstream raw materials:

N-[5-benzyl-6-(2-phenylethynyl)pyridin-2-yl]-2-(methylamino)-propanamide

[6-[2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]propanoylamino]-2-(2-phenylethynyl)pyridin-3-yl]boronic acid

tert-butyl N-[1-[[5-benzyl-6-(2-phenylethynyl)pyridin-2-yl]amino]-1-oxo-propan-2-yl]-N-methylcarbamate