Carbamic acid, (5-amino-1,2-dihydro-3-(4-methylphenyl)pyrido(3,4-b)pyrazin-7-yl)-, ethyl ester

Base Information

• Chemical Name: Carbamic acid, (5-amino-1,2-dihydro-3-(4-methylphenyl)pyrido(3,4-b)pyrazin-7-yl)-, ethyl ester
• CAS No.: 82585-92-0
• Molecular Formula: C17H19N5O2
• Molecular Weight: 325.37
• NSC Number: 341932
• UNII: SPT97238AD
• DSSTox Substance ID: DTXSID40231891
• Wikidata: Q27289332
• ChEMBL ID: CHEMBL9619
• Mol file: 82585-92-0.mol

Synonyms:canertinib dihydrochloride;CI 980;CI-980;PD 183805;PD-183805;PD183805

Chemical Property of Carbamic acid, (5-amino-1,2-dihydro-3-(4-methylphenyl)pyrido(3,4-b)pyrazin-7-yl)-, ethyl ester

Chemical Property:

• Vapor Pressure: 1.08E-09mmHg at 25°C
• Boiling Point: 488.6°Cat760mmHg
• Flash Point: 249.3°C
• PSA: 101.63000
• Density: 1.36g/cm³
• LogP: 3.31470
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 325.15387487
• Heavy Atom Count: 24
• Complexity: 476

Purity/Quality:

ETHYL-N-[5-AMINO-3-(4-METHYLPHENYL)-1,2-DIHYDROPYRIDO[3,4-B]PYRAZIN-7-YL]CARBAMATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)NC1=NC(=C2C(=C1)NCC(=N2)C3=CC=C(C=C3)C)N

Technology Process of Carbamic acid, (5-amino-1,2-dihydro-3-(4-methylphenyl)pyrido(3,4-b)pyrazin-7-yl)-, ethyl ester

There total 4 articles about Carbamic acid, (5-amino-1,2-dihydro-3-(4-methylphenyl)pyrido(3,4-b)pyrazin-7-yl)-, ethyl 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: 83.0%

[6-Amino-5-nitro-4-(2-oxo-2-p-tolyl-ethylamino)-pyridin-2-yl]-carbamic acid ethyl ester (82585-76-0) → (5-Amino-3-p-tolyl-1,2-dihydro-pyrido[3,4-b]pyrazin-7-yl)-carbamic acid ethyl ester (82585-92-0)

Guidance literature:

With hydrogen; nickel; In 1,4-dioxane; ethanol; for 5h; under 760 Torr; Heating;

DOI:10.1021/jm00351a008

Reference yield:

2-{2-[(E)-Hydroxyimino]-2-p-tolyl-ethyl}-isoindole-1,3-dione (82585-47-5) → (5-Amino-3-p-tolyl-1,2-dihydro-pyrido[3,4-b]pyrazin-7-yl)-carbamic acid ethyl ester (82585-92-0)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrazine / ethanol / 22 h / 40 °C

2: 87 percent / Et₃N / ethanol / 2 h / 75 °C

3: 73 percent / 1N aq. HCl / dioxane / 3 h / 60 °C

4: 83 percent / H₂ / Raney nickel / ethanol; dioxane / 5 h / 760 Torr / Heating

With hydrogenchloride; hydrogen; triethylamine; hydrazine; nickel; In 1,4-dioxane; ethanol;

DOI:10.1021/jm00351a008

Reference yield:

(E)-α-Amino-p-methylacetophenon-oxim (82585-32-8) → (5-Amino-3-p-tolyl-1,2-dihydro-pyrido[3,4-b]pyrazin-7-yl)-carbamic acid ethyl ester (82585-92-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / Et₃N / ethanol / 2 h / 75 °C

2: 73 percent / 1N aq. HCl / dioxane / 3 h / 60 °C

3: 83 percent / H₂ / Raney nickel / ethanol; dioxane / 5 h / 760 Torr / Heating

With hydrogenchloride; hydrogen; triethylamine; nickel; In 1,4-dioxane; ethanol;

DOI:10.1021/jm00351a008

upstream raw materials:

[6-Amino-5-nitro-4-(2-oxo-2-p-tolyl-ethylamino)-pyridin-2-yl]-carbamic acid ethyl ester

2-{2-[(E)-Hydroxyimino]-2-p-tolyl-ethyl}-isoindole-1,3-dione

(E)-α-Amino-p-methylacetophenon-oxim

(6-Amino-4-{2-[(Z)-hydroxyimino]-2-p-tolyl-ethylamino}-5-nitro-pyridin-2-yl)-carbamic acid ethyl ester