(6-{5-[tert-butoxycarbonyl-(3-pyridin-4-yl-propyl)-amino]-pyridin-3-yl}-pyrazin-2-yl)-(3,4-dichloro-phenyl)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: (6-{5-[tert-butoxycarbonyl-(3-pyridin-4-yl-propyl)-amino]-pyridin-3-yl}-pyrazin-2-yl)-(3,4-dichloro-phenyl)-carbamic acid tert-butyl ester
• CAS No.: 405939-17-5
• Molecular Formula: C₃₃H₃₆Cl₂N₆O₄
• Molecular Weight: 651.593
• Mol file: 405939-17-5.mol

Synonyms:(6-{5-[tert-butoxycarbonyl-(3-pyridin-4-yl-propyl)-amino]-pyridin-3-yl}-pyrazin-2-yl)-(3,4-dichloro-phenyl)-carbamic acid tert-butyl ester

Chemical Property of (6-{5-[tert-butoxycarbonyl-(3-pyridin-4-yl-propyl)-amino]-pyridin-3-yl}-pyrazin-2-yl)-(3,4-dichloro-phenyl)-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6-{5-[tert-butoxycarbonyl-(3-pyridin-4-yl-propyl)-amino]-pyridin-3-yl}-pyrazin-2-yl)-(3,4-dichloro-phenyl)-carbamic acid tert-butyl ester

There total 4 articles about (6-{5-[tert-butoxycarbonyl-(3-pyridin-4-yl-propyl)-amino]-pyridin-3-yl}-pyrazin-2-yl)-(3,4-dichloro-phenyl)-carbamic acid tert-butyl ester 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:

[6-(5-tert-butoxycarbonylaminopyridin-3-yl)pyrazin-2-yl]-(3,4-dichlorophenyl)carbamic acid tert-butyl ester (405939-16-4) + 3-(4-pyridyl)-1-chloropropane (5264-02-8) → (6-{5-[tert-butoxycarbonyl-(3-pyridin-4-yl-propyl)-amino]-pyridin-3-yl}-pyrazin-2-yl)-(3,4-dichloro-phenyl)-carbamic acid tert-butyl ester (405939-17-5)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 70 ℃; for 20h;

DOI:10.1021/jm058205b

Reference yield:

5-{6-[tert-butoxycarbonyl-(3,4-dichlorophenyl)amino]pyrazin-2-yl}nicotinic acid (405939-15-3) → (6-{5-[tert-butoxycarbonyl-(3-pyridin-4-yl-propyl)-amino]-pyridin-3-yl}-pyrazin-2-yl)-(3,4-dichloro-phenyl)-carbamic acid tert-butyl ester (405939-17-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 23 percent / diphenylphosphoryl azide; triethylamine / toluene / 4.5 h / 70 - 100 °C

2: Cs₂CO₃ / dimethylformamide / 20 h / 70 °C

With diphenylphosphoranyl azide; caesium carbonate; triethylamine; In N,N-dimethyl-formamide; toluene; 1: Curtius rearrangement;

DOI:10.1021/jm058205b

Reference yield:

5-{6-[tert-butoxycarbonyl-(3,4-dichloro-phenyl)-amino]-pyrazin-2-yl}-nicotinic acid ethyl ester (405939-14-2) → (6-{5-[tert-butoxycarbonyl-(3-pyridin-4-yl-propyl)-amino]-pyridin-3-yl}-pyrazin-2-yl)-(3,4-dichloro-phenyl)-carbamic acid tert-butyl ester (405939-17-5)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. NaOH / methanol / 18.3 h / 0 - 20 °C

2: 23 percent / diphenylphosphoryl azide; triethylamine / toluene / 4.5 h / 70 - 100 °C

3: Cs₂CO₃ / dimethylformamide / 20 h / 70 °C

With sodium hydroxide; diphenylphosphoranyl azide; caesium carbonate; triethylamine; In methanol; N,N-dimethyl-formamide; toluene; 2: Curtius rearrangement;

DOI:10.1021/jm058205b

upstream raw materials:

[6-(5-tert-butoxycarbonylaminopyridin-3-yl)pyrazin-2-yl]-(3,4-dichlorophenyl)carbamic acid tert-butyl ester

3-(4-pyridyl)-1-chloropropane

5-{6-[tert-butoxycarbonyl-(3,4-dichlorophenyl)amino]pyrazin-2-yl}nicotinic acid

5-{6-[tert-butoxycarbonyl-(3,4-dichloro-phenyl)-amino]-pyrazin-2-yl}-nicotinic acid ethyl ester