tert-butyl N-[3-[5-[4-(bromomethyl)-2-methylphenyl]-1,3,4-oxadiazol-2-yl]-5-(1-isopropyl-6-oxo-3-pyridyl)pyrazin-2-yl]-N-tert-butoxycarbonylcarbamate

Base Information

• Chemical Name: tert-butyl N-[3-[5-[4-(bromomethyl)-2-methylphenyl]-1,3,4-oxadiazol-2-yl]-5-(1-isopropyl-6-oxo-3-pyridyl)pyrazin-2-yl]-N-tert-butoxycarbonylcarbamate
• CAS No.: 1349734-28-6
• Molecular Formula: C₃₂H₃₇BrN₆O₆
• Molecular Weight: 681.586
• Mol file: 1349734-28-6.mol

Synonyms:tert-butyl N-[3-[5-[4-(bromomethyl)-2-methylphenyl]-1,3,4-oxadiazol-2-yl]-5-(1-isopropyl-6-oxo-3-pyridyl)pyrazin-2-yl]-N-tert-butoxycarbonylcarbamate

Chemical Property of tert-butyl N-[3-[5-[4-(bromomethyl)-2-methylphenyl]-1,3,4-oxadiazol-2-yl]-5-(1-isopropyl-6-oxo-3-pyridyl)pyrazin-2-yl]-N-tert-butoxycarbonylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl N-[3-[5-[4-(bromomethyl)-2-methylphenyl]-1,3,4-oxadiazol-2-yl]-5-(1-isopropyl-6-oxo-3-pyridyl)pyrazin-2-yl]-N-tert-butoxycarbonylcarbamate

There total 11 articles about tert-butyl N-[3-[5-[4-(bromomethyl)-2-methylphenyl]-1,3,4-oxadiazol-2-yl]-5-(1-isopropyl-6-oxo-3-pyridyl)pyrazin-2-yl]-N-tert-butoxycarbonylcarbamate 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: 46.0%

1-isopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)pyridine-2(1H)-one (1349151-98-9) + tert-butyl N-[5-bromo-3-[5-[4-(bromomethyl)-2-methylphenyl]-1,3,4-oxadiazol-2-yl]pyrazin-2-yl]-N-tert-butoxycarbonylcarbamate (1349734-27-5) → tert-butyl N-[3-[5-[4-(bromomethyl)-2-methylphenyl]-1,3,4-oxadiazol-2-yl]-5-(1-isopropyl-6-oxo-3-pyridyl)pyrazin-2-yl]-N-tert-butoxycarbonylcarbamate (1349734-28-6)

Guidance literature:

With sodium carbonate; bis(triphenylphosphine)palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; at 80 ℃; for 1h; Inert atmosphere; Sealed;

Reference yield:

methyl 3-amino-6-bromopyrazine-2-carboxylate (6966-01-4) → tert-butyl N-[3-[5-[4-(bromomethyl)-2-methylphenyl]-1,3,4-oxadiazol-2-yl]-5-(1-isopropyl-6-oxo-3-pyridyl)pyrazin-2-yl]-N-tert-butoxycarbonylcarbamate (1349734-28-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrazine hydrate / ethanol / 1.5 h / 70 °C

2.1: dibromotriphenylphosphorane / acetonitrile / 2 h / 20 °C

2.2: 1.5 h / 0 °C

2.3: 0.33 h

3.1: dmap / tetrahydrofuran / 20 - 50 °C

4.1: sodium carbonate / bis(triphenylphosphine)palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 1 h / 80 °C / Inert atmosphere; Sealed

With dmap; sodium carbonate; hydrazine hydrate; dibromotriphenylphosphorane; bis(triphenylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; water; acetonitrile;

Reference yield:

5-bromo-1-isopropylpyridine-2(1H)-one (851087-08-6) → tert-butyl N-[3-[5-[4-(bromomethyl)-2-methylphenyl]-1,3,4-oxadiazol-2-yl]-5-(1-isopropyl-6-oxo-3-pyridyl)pyrazin-2-yl]-N-tert-butoxycarbonylcarbamate (1349734-28-6)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere

2: sodium carbonate / bis(triphenylphosphine)palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 1 h / 80 °C / Inert atmosphere; Sealed

With potassium acetate; sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; bis(triphenylphosphine)palladium⁽⁰⁾; In 1,4-dioxane; 1,2-dimethoxyethane; water;

upstream raw materials:

5-bromopyridin-2-ol

methyl 3-amino-6-bromopyrazine-2-carboxylate

5-bromo-1-isopropylpyridine-2(1H)-one

3-amino-6-bromopyrazine-2-carbohydrazide

Downstream raw materials:

5-[5-amino-6-[5-[2-methyl-4-[[[(3S)-tetrahydrofuran-3-yl]amino]methyl]phenyl]-1,3,4-oxadiazol-2-yl]pyrazin-2-yl]-1-isopropylpyridin-2-one