tert-butyl 1-(4-(5-amino-4-(ethylamino)-3-phenylpyridin-2-yl)phenyl)cyclobutylcarbamate

Base Information

• Chemical Name: tert-butyl 1-(4-(5-amino-4-(ethylamino)-3-phenylpyridin-2-yl)phenyl)cyclobutylcarbamate
• CAS No.: 1357159-17-1
• Molecular Formula: C₂₈H₃₄N₄O₂
• Molecular Weight: 458.604
• Mol file: 1357159-17-1.mol

Synonyms:

Chemical Property of tert-butyl 1-(4-(5-amino-4-(ethylamino)-3-phenylpyridin-2-yl)phenyl)cyclobutylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 1-(4-(5-amino-4-(ethylamino)-3-phenylpyridin-2-yl)phenyl)cyclobutylcarbamate

There total 5 articles about tert-butyl 1-(4-(5-amino-4-(ethylamino)-3-phenylpyridin-2-yl)phenyl)cyclobutylcarbamate 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:

tert-butyl 1-(4-(4-(ethylamino)-5-nitro-3-phenylpyridin-2-yl)phenyl)cyclobutylcarbamate (1357159-16-0) → tert-butyl 1-(4-(5-amino-4-(ethylamino)-3-phenylpyridin-2-yl)phenyl)cyclobutylcarbamate (1357159-17-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jm201394e

Reference yield:

2-chloro-N-ethyl-5-nitro-4-pyridinamine (607373-89-7) → tert-butyl 1-(4-(5-amino-4-(ethylamino)-3-phenylpyridin-2-yl)phenyl)cyclobutylcarbamate (1357159-17-1)

Guidance literature:

Multi-step reaction with 4 steps

1: N-chloro-succinimide / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

2: dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); potassium carbonate / water; acetonitrile / 18 h / 80 °C / Inert atmosphere

3: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium dihydrogenphosphate; palladium diacetate / toluene / 18 h / 80 °C / Inert atmosphere

4: palladium 10% on activated carbon; hydrogen / ethanol / 12 h / 20 °C / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium dihydrogenphosphate; N-chloro-succinimide; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); palladium 10% on activated carbon; hydrogen; palladium diacetate; potassium carbonate; In ethanol; water; N,N-dimethyl-formamide; toluene; acetonitrile; 2: Suzuki coupling / 3: Suzuki coupling;

DOI:10.1021/jm201394e

Reference yield:

2,3-dichloro-N-ethyl-5-nitropyridin-4-amine (1357159-14-8) → tert-butyl 1-(4-(5-amino-4-(ethylamino)-3-phenylpyridin-2-yl)phenyl)cyclobutylcarbamate (1357159-17-1)

Guidance literature:

Multi-step reaction with 3 steps

1: dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); potassium carbonate / water; acetonitrile / 18 h / 80 °C / Inert atmosphere

2: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium dihydrogenphosphate; palladium diacetate / toluene / 18 h / 80 °C / Inert atmosphere

3: palladium 10% on activated carbon; hydrogen / ethanol / 12 h / 20 °C / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium dihydrogenphosphate; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); palladium 10% on activated carbon; hydrogen; palladium diacetate; potassium carbonate; In ethanol; water; toluene; acetonitrile; 1: Suzuki coupling / 2: Suzuki coupling;

DOI:10.1021/jm201394e

upstream raw materials:

2-chloro-N-ethyl-5-nitro-4-pyridinamine

2,3-dichloro-N-ethyl-5-nitropyridin-4-amine

tert-butyl 1-(4-(3-chloro-4-(ethylamino)-5-nitropyridin-2-yl)phenyl)cyclobutylcarbamate

tert-butyl 1-(4-(4-(ethylamino)-5-nitro-3-phenylpyridin-2-yl)phenyl)cyclobutylcarbamate

Downstream raw materials:

1-(4-(1-ethyl-7-phenyl-1H-imidazo[4,5-c]pyridin-6-yl)phenyl)cyclobutanamine

Refernces