N₁-(2-(dimethylamino)ethyl)-N₁-methyl-N₄- [4- (1-methyl-1H-indol-3-yl)-5-methylpyrimidine-2-yl] -2-nitro 5-methoxy-benzene-1,4-diamine

Base Information

• Chemical Name: N₁-(2-(dimethylamino)ethyl)-N₁-methyl-N₄- [4- (1-methyl-1H-indol-3-yl)-5-methylpyrimidine-2-yl] -2-nitro 5-methoxy-benzene-1,4-diamine
• CAS No.: 1421372-49-7
• Molecular Formula: C₂₆H₃₁N₇O₃
• Molecular Weight: 489.577

Synonyms:N₁-(2-(dimethylamino)ethyl)-N₁-methyl-N₄- [4- (1-methyl-1H-indol-3-yl)-5-methylpyrimidine-2-yl] -2-nitro 5-methoxy-benzene-1,4-diamine

Chemical Property of N₁-(2-(dimethylamino)ethyl)-N₁-methyl-N₄- [4- (1-methyl-1H-indol-3-yl)-5-methylpyrimidine-2-yl] -2-nitro 5-methoxy-benzene-1,4-diamine

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Technology Process of N₁-(2-(dimethylamino)ethyl)-N₁-methyl-N₄- [4- (1-methyl-1H-indol-3-yl)-5-methylpyrimidine-2-yl] -2-nitro 5-methoxy-benzene-1,4-diamine

There total 7 articles about N₁-(2-(dimethylamino)ethyl)-N₁-methyl-N₄- [4- (1-methyl-1H-indol-3-yl)-5-methylpyrimidine-2-yl] -2-nitro 5-methoxy-benzene-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: 42.0%

N-(4-fluoro-2-methoxy-5-nitrophenyl)-4-(1-methyl-1H-indol-3-yl)-5-methylpyrimidine-2-amine (1421372-47-5) + N,N',N'-trimethylenediamine (142-25-6) → N1-(2-(dimethylamino)ethyl)-N1-methyl-N4- [4- (1-methyl-1H-indol-3-yl)-5-methylpyrimidine-2-yl] -2-nitro 5-methoxy-benzene-1,4-diamine (1421372-49-7)

Guidance literature:

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

Reference yield:

3-(2-chloro-5-methylpyrimidin-4-yl)-1H-indole (945016-62-6) → N1-(2-(dimethylamino)ethyl)-N1-methyl-N4- [4- (1-methyl-1H-indol-3-yl)-5-methylpyrimidine-2-yl] -2-nitro 5-methoxy-benzene-1,4-diamine (1421372-49-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.42 h / 0 °C / Inert atmosphere

1.2: 3 h / 0 - 20 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / 24 h / 125 °C

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

With sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; N,N-dimethyl acetamide; mineral oil;

Reference yield:

2,6-dichloro-5-methylpyrimidine (1780-31-0) → N1-(2-(dimethylamino)ethyl)-N1-methyl-N4- [4- (1-methyl-1H-indol-3-yl)-5-methylpyrimidine-2-yl] -2-nitro 5-methoxy-benzene-1,4-diamine (1421372-49-7)

Guidance literature:

Multi-step reaction with 4 steps

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

1.2: 22 h / 20 - 60 °C / Cooling with ice

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.42 h / 0 °C / Inert atmosphere

2.2: 3 h / 0 - 20 °C / Inert atmosphere

3.1: toluene-4-sulfonic acid / 24 h / 125 °C

4.1: N,N-dimethyl acetamide / 0.5 h / 140 °C / Microwave irradiation

With methylmagnesium bromide; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; 2-methyltetrahydrofuran; N,N-dimethyl acetamide; mineral oil;

upstream raw materials:

3-(2-chloro-5-methylpyrimidin-4-yl)-1H-indole

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

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

N,N',N'-trimethylenediamine

Downstream raw materials:

N¹-(2-dimethylaminoethyl)-5-methoxy-N¹-methyl-N⁴-[5-methyl-4-(1-methylindol-3-yl)pyrimidin-2-yl]benzene-1,2,4-triamine

N-[2-(2-dimethylaminoethylmethylamino)-4-methoxy-5-[[5-methyl-4-(1-methylindol-3-yl)pyrimidin-2-yl]amino]phenyl]prop-2-enamide

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