N¹-(5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl)-N⁴-(2-(dimethylamino)ethyl)-2-methoxy-N⁴-methyl-5-nitrobenzene-1,4-diamine

Base Information

• Chemical Name: N¹-(5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl)-N⁴-(2-(dimethylamino)ethyl)-2-methoxy-N⁴-methyl-5-nitrobenzene-1,4-diamine
• CAS No.: 1421372-62-4
• Molecular Formula: C₂₄H₂₆ClN₇O₃
• Molecular Weight: 495.969

Synonyms:N¹-(5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl)-N⁴-(2-(dimethylamino)ethyl)-2-methoxy-N⁴-methyl-5-nitrobenzene-1,4-diamine

Chemical Property of N¹-(5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl)-N⁴-(2-(dimethylamino)ethyl)-2-methoxy-N⁴-methyl-5-nitrobenzene-1,4-diamine

Chemical Property:

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Technology Process of N¹-(5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl)-N⁴-(2-(dimethylamino)ethyl)-2-methoxy-N⁴-methyl-5-nitrobenzene-1,4-diamine

There total 5 articles about N¹-(5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl)-N⁴-(2-(dimethylamino)ethyl)-2-methoxy-N⁴-methyl-5-nitrobenzene-1,4-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: 98.0%

5-chloro-N-(4-fluoro-2-methoxy-5-nitrophenyl)-4-(1H-indol-3-yl)-pyrimidin-2-amine (1421372-44-2) + N,N',N'-trimethylenediamine (142-25-6) → N1-(5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl)-N4-(2-(dimethylamino)ethyl)-2-methoxy-N4-methyl-5-nitrobenzene-1,4-diamine (1421372-62-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl acetamide; at 140 ℃; for 0.5h; Microwave irradiation;

Reference yield:

3-(2,5-dichloropyrimidine-4-yl)-1H-indole (937366-57-9) → N1-(5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl)-N4-(2-(dimethylamino)ethyl)-2-methoxy-N4-methyl-5-nitrobenzene-1,4-diamine (1421372-62-4)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / 18 h / 125 °C

2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 0.5 h / 140 °C / Microwave irradiation

With toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl acetamide;

Reference yield:

indole (120-72-9) → N1-(5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl)-N4-(2-(dimethylamino)ethyl)-2-methoxy-N4-methyl-5-nitrobenzene-1,4-diamine (1421372-62-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: methylmagnesium bromide / tetrahydrofuran; 2-methyltetrahydrofuran / 0.67 h / 0 - 2 °C

1.2: 2.5 h / 20 - 60 °C / Cooling with ice

2.1: toluene-4-sulfonic acid / 18 h / 125 °C

3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 0.5 h / 140 °C / Microwave irradiation

With methylmagnesium bromide; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 2-methyltetrahydrofuran; N,N-dimethyl acetamide;

upstream raw materials:

3-(2,5-dichloropyrimidine-4-yl)-1H-indole

4-fluoro-2-methoxy-5-nitro-phenylamine

5-chloro-N-(4-fluoro-2-methoxy-5-nitrophenyl)-4-(1H-indol-3-yl)-pyrimidin-2-amine

N,N',N'-trimethylenediamine

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