(6-Amino-4-{2-(3,5-dimethoxy-phenyl)-2-[(E)-hydroxyimino]-1-methyl-ethylamino}-5-nitro-pyridin-2-yl)-carbamic acid ethyl ester

Base Information

• Chemical Name: (6-Amino-4-{2-(3,5-dimethoxy-phenyl)-2-[(E)-hydroxyimino]-1-methyl-ethylamino}-5-nitro-pyridin-2-yl)-carbamic acid ethyl ester
• CAS No.: 135696-26-3
• Molecular Formula: C₁₉H₂₄N₆O₇
• Molecular Weight: 448.436

Synonyms:(6-Amino-4-{2-(3,5-dimethoxy-phenyl)-2-[(E)-hydroxyimino]-1-methyl-ethylamino}-5-nitro-pyridin-2-yl)-carbamic acid ethyl ester

Chemical Property of (6-Amino-4-{2-(3,5-dimethoxy-phenyl)-2-[(E)-hydroxyimino]-1-methyl-ethylamino}-5-nitro-pyridin-2-yl)-carbamic acid ethyl ester

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Technology Process of (6-Amino-4-{2-(3,5-dimethoxy-phenyl)-2-[(E)-hydroxyimino]-1-methyl-ethylamino}-5-nitro-pyridin-2-yl)-carbamic acid ethyl ester

There total 2 articles about (6-Amino-4-{2-(3,5-dimethoxy-phenyl)-2-[(E)-hydroxyimino]-1-methyl-ethylamino}-5-nitro-pyridin-2-yl)-carbamic acid 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: 56.0%

2-Amino-1-(3,5-dimethoxy-phenyl)-propan-1-one oxime (135696-14-9) + ethyl (6-amino-4-chloro-5-nitropyridin-2-yl)carbamate (6506-86-1) → (6-Amino-4-{2-(3,5-dimethoxy-phenyl)-2-[(E)-hydroxyimino]-1-methyl-ethylamino}-5-nitro-pyridin-2-yl)-carbamic acid ethyl ester (135696-26-3)

Guidance literature:

With triethylamine; In ethanol; for 4h; Heating;

DOI:10.1021/jm00115a005

Reference yield:

2-{2-(3,5-Dimethoxy-phenyl)-2-[(E)-hydroxyimino]-1-methyl-ethyl}-isoindole-1,3-dione (135696-59-2) → (6-Amino-4-{2-(3,5-dimethoxy-phenyl)-2-[(E)-hydroxyimino]-1-methyl-ethylamino}-5-nitro-pyridin-2-yl)-carbamic acid ethyl ester (135696-26-3)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine / ethanol / 21 h / 40 °C

2: 56 percent / triethylamine / ethanol / 4 h / Heating

With triethylamine; hydrazine; In ethanol;

DOI:10.1021/jm00115a005

Reference yield: 86.0%

(6-Amino-4-{2-(3,5-dimethoxy-phenyl)-2-[(E)-hydroxyimino]-1-methyl-ethylamino}-5-nitro-pyridin-2-yl)-carbamic acid ethyl ester (135696-26-3) → [5-Amino-3-(3,5-dimethoxy-phenyl)-2-methyl-1,2-dihydro-pyrido[3,4-b]pyrazin-7-yl]-carbamic acid ethyl ester (87607-26-9)

Guidance literature:

With hydrogen; acetic acid; nickel; for 14h; under 760 Torr;

DOI:10.1021/jm00115a005

upstream raw materials:

2-Amino-1-(3,5-dimethoxy-phenyl)-propan-1-one oxime

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

2-{2-(3,5-Dimethoxy-phenyl)-2-[(E)-hydroxyimino]-1-methyl-ethyl}-isoindole-1,3-dione

Downstream raw materials:

[5-Amino-3-(3,5-dimethoxy-phenyl)-2-methyl-1,2-dihydro-pyrido[3,4-b]pyrazin-7-yl]-carbamic acid ethyl ester

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