tert-butyl N-(3-ethynyl-5-(4-(isopropylsulfonyl)phenyl)pyrazin-2-yl)N-tertbutoxycarbonyl-carbamate ?

Base Information

• Chemical Name: tert-butyl N-(3-ethynyl-5-(4-(isopropylsulfonyl)phenyl)pyrazin-2-yl)N-tertbutoxycarbonyl-carbamate ?
• CAS No.: 1232423-98-1
• Molecular Formula: C₂₅H₃₁N₃O₆S
• Molecular Weight: 501.604
• Mol file: 1232423-98-1.mol

Synonyms:tert-butyl N-(3-ethynyl-5-(4-(isopropylsulfonyl)phenyl)pyrazin-2-yl)N-tertbutoxycarbonyl-carbamate ?

Chemical Property of tert-butyl N-(3-ethynyl-5-(4-(isopropylsulfonyl)phenyl)pyrazin-2-yl)N-tertbutoxycarbonyl-carbamate ?

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl N-(3-ethynyl-5-(4-(isopropylsulfonyl)phenyl)pyrazin-2-yl)N-tertbutoxycarbonyl-carbamate ?

There total 8 articles about tert-butyl N-(3-ethynyl-5-(4-(isopropylsulfonyl)phenyl)pyrazin-2-yl)N-tertbutoxycarbonyl-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: 97.0%

tert-butyl N-tert-butoxycarbonyl-N-[5-(4-isopropylsulfonylphenyl)-3-(2-trimethylsilylethynyl)pyrazin-2-yl]carbamate (1350351-56-2) → tert-butyl N-(3-ethynyl-5-(4-(isopropylsulfonyl)phenyl)pyrazin-2-yl)N-tertbutoxycarbonyl-carbamate ? (1232423-98-1)

Guidance literature:

With sodium carbonate; In methanol; at 20 ℃; for 1h;

DOI:10.1021/acs.jmedchem.9b00426

Reference yield: 61.0%

4-(isopropylsulfonyl)phenylboronic acid (850567-98-5) + tert-butyl N-tert-butoxycarbonyl-N-[5-bromo-3-((trimethylsilyl)ethyynyl)pyrazin-2-yl]carbamate (1225062-32-7) → tert-butyl N-(3-ethynyl-5-(4-(isopropylsulfonyl)phenyl)pyrazin-2-yl)N-tertbutoxycarbonyl-carbamate ? (1232423-98-1)

Guidance literature:

With potassium phosphate; bis(tri-tert-butylphasphine)palladium dichloride; In water; acetonitrile; at 20 ℃; for 1h;

Reference yield:

4-(isopropylsulfonyl)phenylboronic acid (850567-98-5) → tert-butyl N-(3-ethynyl-5-(4-(isopropylsulfonyl)phenyl)pyrazin-2-yl)N-tertbutoxycarbonyl-carbamate ? (1232423-98-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium phosphate / bis(tri-t-butylphosphine)palladium⁽⁰⁾ / acetonitrile; water / 1 h / 60 °C

2.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 2 h / 20 °C

3.1: triethylamine / tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / N,N-dimethyl-formamide / 3 h / 0 °C / Cooling with ice

3.2: 2.17 h / 20 °C / Cooling with ice

4.1: dmap; triethylamine / dichloromethane / 16 h / 20 °C

5.1: sodium carbonate / water; methanol / 1 h / 20 °C

With dmap; potassium phosphate; N-Bromosuccinimide; sodium carbonate; triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

4-(isopropylsulfonyl)phenylboronic acid

5-(4-(isopropylsulfonyl)phenyl)pyrazin-2-amine

3-bromo-5-(4-(isopropylsulfonyl)phenyl)pyrazin-2-amine

5-(4-isopropylsulfonylphenyl)-3-(2-trimethylsilylethynyl)pyrazin-2-amine

Downstream raw materials:

3-[2-[3-amino-6-(4-isopropylsulfonylphenyl)pyrazin-2-yl]ethynyl]benzamide

di-tert-butyl 3-((3-((tert-butoxycarbonyl(methyl)amino)methyl)phenyl)ethynyl)-5-(4-(isopropylsulfonyl)phenyl)pyrazin-2-yliminodicarbonate

3-ethynyl-5-(4-(isopropylsulfonyl)phenyl)pyrazin-2-amine

tert-butyl N-tert-butoxycarbonyl-N-[3-[3-[4-(chloromethyl)phenyl]isoxazol-5-yl]-5-(4-isopropylsulfonylphenyl)pyrazin-2-yl]carbamate