N¹-(3-(4-amino-5-nitropyridin-3-yl)-5-fluorophenyl)-N²,N²-dimethylethane-1,2-diamine

Base Information

• Chemical Name: N¹-(3-(4-amino-5-nitropyridin-3-yl)-5-fluorophenyl)-N²,N²-dimethylethane-1,2-diamine
• CAS No.: 1467083-65-3
• Molecular Formula: C₁₅H₁₈FN₅O₂
• Molecular Weight: 319.339

Synonyms:N¹-(3-(4-amino-5-nitropyridin-3-yl)-5-fluorophenyl)-N²,N²-dimethylethane-1,2-diamine

Chemical Property of N¹-(3-(4-amino-5-nitropyridin-3-yl)-5-fluorophenyl)-N²,N²-dimethylethane-1,2-diamine

Chemical Property:

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Technology Process of N¹-(3-(4-amino-5-nitropyridin-3-yl)-5-fluorophenyl)-N²,N²-dimethylethane-1,2-diamine

There total 3 articles about N¹-(3-(4-amino-5-nitropyridin-3-yl)-5-fluorophenyl)-N²,N²-dimethylethane-1,2-diamine 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: 54.0%

4-amino-3-bromo-5-nitropyridine (89284-05-9) + N1-(3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-N2,N2-dimethylethane-1,2-diamine → N1-(3-(4-amino-5-nitropyridin-3-yl)-5-fluorophenyl)-N2,N2-dimethylethane-1,2-diamine (1467083-65-3)

Guidance literature:

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; N,N-dimethyl-formamide; at 100 ℃; for 4h; Inert atmosphere;

Reference yield:

4-amino-3-nitropyridine (1681-37-4) → N1-(3-(4-amino-5-nitropyridin-3-yl)-5-fluorophenyl)-N2,N2-dimethylethane-1,2-diamine (1467083-65-3)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; sodium acetate; bromine / 28 h / 100 °C

2: potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; water / 4 h / 100 °C / Inert atmosphere

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bromine; sodium acetate; acetic acid; In water; N,N-dimethyl-formamide;

Reference yield:

Ν1-(3-bromo-5-fluorophenyl)-N2,N2-dimethylethane-1,2-diamine (1467083-58-4) → N1-(3-(4-amino-5-nitropyridin-3-yl)-5-fluorophenyl)-N2,N2-dimethylethane-1,2-diamine (1467083-65-3)

Guidance literature:

Multi-step reaction with 2 steps

1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / N,N-dimethyl-formamide / 2 h / 95 °C / Inert atmosphere

2: potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; water / 4 h / 100 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; In water; N,N-dimethyl-formamide;

upstream raw materials:

4-amino-3-nitropyridine

4-amino-3-bromo-5-nitropyridine

Ν¹-(3-bromo-5-fluorophenyl)-N²,N²-dimethylethane-1,2-diamine

Downstream raw materials:

5-(3-((2-(dimethylamino)ethyl)amino)-5-fluorophenyl)pyridine-3,4-diamine

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