N₁-(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-(4-(1H-indol-3-yl)pyrimidin-2-yl)-N₄-(2-(dimethylamino)ethyl)-2-methoxy-N₄-methyl-5-nitrobenzene-1,4-diamine
• CAS No.: 1421373-32-1
• Molecular Formula: C₂₄H₂₇N₇O₃
• Molecular Weight: 461.523

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

Chemical Property:

Purity/Quality:

More than 98% ^*data from raw suppliers

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Technology Process of N₁-(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-(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: 100.0%

N- (4-fluoro-2-methoxy-5-nitrophenyl)-4-(1H-indol-3-yl)pyrimidin-2-amine (1421372-34-0) + N,N',N'-trimethylenediamine (142-25-6) → N1-(4-(1H-indol-3-yl)pyrimidin-2-yl)-N4-(2-(dimethylamino)ethyl)-2-methoxy-N4-methyl-5-nitrobenzene-1,4-diamine (1421373-32-1)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 120 ℃; for 0.5h; Microwave irradiation; Inert atmosphere;

Reference yield:

indole (120-72-9) → N1-(4-(1H-indol-3-yl)pyrimidin-2-yl)-N4-(2-(dimethylamino)ethyl)-2-methoxy-N4-methyl-5-nitrobenzene-1,4-diamine (1421373-32-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: methylmagnesium bromide / diethyl ether; 1,2-dichloro-ethane / 0.42 h / 0 °C / Inert atmosphere

1.2: 16 h / 0 - 20 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / 18 h / 120 °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 diethyl ether; N,N-dimethyl acetamide; 1,2-dichloro-ethane;

Reference yield:

3-(2-chloro-pyrimidin-4-yl)-1H-indole (945016-63-7) → N1-(4-(1H-indol-3-yl)pyrimidin-2-yl)-N4-(2-(dimethylamino)ethyl)-2-methoxy-N4-methyl-5-nitrobenzene-1,4-diamine (1421373-32-1)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / 18 h / 120 °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;

upstream raw materials:

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

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

N,N',N'-trimethylenediamine

3-(2-chloro-pyrimidin-4-yl)-1H-indole

Downstream raw materials:

N⁴-(4-(1H-indol-3-yl)pyrimidin-2-yl)-N¹-(2-(dimethylamino)ethyl)-5-methoxy-N¹-methylbenzene-1,2,4-triamine

N-[2-[2-(dimethylamino)ethyl-methylamino]-5-[[4-(1H-indol-3-yl)pyrimidin-2-yl]amino]-4-methoxyphenyl]prop-2-enamide

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