ethyl N-(5-amino-9-methyl-8-phenyl-4,7,10-triazabicyclo[4.4.0]deca-1,3 ,5,7-tetraen-3-yl)carbamate

Base Information

• Chemical Name: ethyl N-(5-amino-9-methyl-8-phenyl-4,7,10-triazabicyclo[4.4.0]deca-1,3 ,5,7-tetraen-3-yl)carbamate
• CAS No.: 83269-10-7
• Molecular Formula: C17H19N5O2
• Molecular Weight: 325.37
• Mol file: 83269-10-7.mol

Synonyms:ethyl <5-amino-1,2-dihydro-2-methyl-3-phenylpyrido<3,4-b>pyrazin-7-yl>carbamate;

Chemical Property of ethyl N-(5-amino-9-methyl-8-phenyl-4,7,10-triazabicyclo[4.4.0]deca-1,3 ,5,7-tetraen-3-yl)carbamate

Chemical Property:

• Vapor Pressure: 1.74E-09mmHg at 25°C
• Boiling Point: 483°Cat760mmHg
• Flash Point: 245.9°C
• PSA: 105.12000
• Density: 1.36g/cm³
• LogP: 3.33540

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ethyl N-(5-amino-9-methyl-8-phenyl-4,7,10-triazabicyclo[4.4.0]deca-1,3 ,5,7-tetraen-3-yl)carbamate

There total 4 articles about ethyl N-(5-amino-9-methyl-8-phenyl-4,7,10-triazabicyclo[4.4.0]deca-1,3 ,5,7-tetraen-3-yl)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: 70.0%

ethyl 6-amino-4-<(1-methyl-2-oxo-2-phenylethyl)amino>-5-nitro-2-pyridinecarbamate (83269-09-4) → (2S)-(5-amino-1,2-dihydro-2-methyl-3-phenylpyrido(3,4-b)pyrazin-7-yl)-carbamic acid, ethyl ester (83269-10-7,122293-95-2)

Guidance literature:

With hydrogen; nickel; In ethanol; for 18h; under 760 Torr; Ambient temperature;

DOI:10.1021/jm00355a018

Reference yield:

ethyl (6-amino-4-chloro-5-nitropyridin-2-yl)carbamate (6506-86-1) → (2S)-(5-amino-1,2-dihydro-2-methyl-3-phenylpyrido(3,4-b)pyrazin-7-yl)-carbamic acid, ethyl ester (83269-10-7,122293-95-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 31 percent / (iPr)2NEt / ethanol / 2 h / Heating

2: 98 percent / 1N HCl / dioxane / 7 h / Heating

3: 70 percent / H₂ / Raney nickel / ethanol / 18 h / 760 Torr / Ambient temperature

With hydrogenchloride; hydrogen; N-ethyl-N,N-diisopropylamine; nickel; In 1,4-dioxane; ethanol;

DOI:10.1021/jm00355a018

Reference yield:

α-aminopropiophenone oxime (83269-21-0) → (2S)-(5-amino-1,2-dihydro-2-methyl-3-phenylpyrido(3,4-b)pyrazin-7-yl)-carbamic acid, ethyl ester (83269-10-7,122293-95-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 31 percent / (iPr)2NEt / ethanol / 2 h / Heating

2: 98 percent / 1N HCl / dioxane / 7 h / Heating

3: 70 percent / H₂ / Raney nickel / ethanol / 18 h / 760 Torr / Ambient temperature

With hydrogenchloride; hydrogen; N-ethyl-N,N-diisopropylamine; nickel; In 1,4-dioxane; ethanol;

DOI:10.1021/jm00355a018

upstream raw materials:

ethyl 6-amino-4-<(1-methyl-2-oxo-2-phenylethyl)amino>-5-nitro-2-pyridinecarbamate

ethyl (6-amino-4-chloro-5-nitropyridin-2-yl)carbamate

α-aminopropiophenone oxime

ethyl 6-amino-4-<(1-methyl-2-oxo-2-phenylethyl)amino>-5-nitro-2-pyridinecarbamate oxime

Downstream raw materials:

1-methylpropyl (5-amino-1,2-dihydro-2-methyl-3-phenylpyrido[3,4-b]pyrazin-7-yl)carbamate

benzyl (5-amino-1,2-dihydro-2-methyl-3-phenylpyrido[3,4-b]pyrazin-7-yl)carbamate

5-amino-1,2-dihydro-2-methyl-7-{[(methylamino)carbonyl]amino}-3-phenylpyrido[3,4-b]pyrazine