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

Base Information

• Chemical Name: N⁴-(5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl)-N¹-(2-(dimethylamino)ethyl)-5-methoxy-N¹-methylbenzene-1,2,4-triamine
• CAS No.: 1421372-61-3
• Molecular Formula: C₂₄H₂₈ClN₇O
• Molecular Weight: 465.986

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

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

Chemical Property:

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

There total 7 articles about N⁴-(5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl)-N¹-(2-(dimethylamino)ethyl)-5-methoxy-N¹-methylbenzene-1,2,4-triamine 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: 53.0%

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) → N4-(5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl)-N1-(2-(dimethylamino)ethyl)-5-methoxy-N1-methylbenzene-1,2,4-triamine (1421372-61-3)

Guidance literature:

With iron; ammonium chloride; In ethanol; water; for 2h; Inert atmosphere; Reflux;

DOI:10.1021/acsmedchemlett.9b00574

Reference yield:

5-chloro-N-(4-fluoro-2-methoxy-5-nitrophenyl)-4-(1H-indol-3-yl)-pyrimidin-2-amine (1421372-44-2) → N4-(5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl)-N1-(2-(dimethylamino)ethyl)-5-methoxy-N1-methylbenzene-1,2,4-triamine (1421372-61-3)

Guidance literature:

Multi-step reaction with 2 steps

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

2: iron; ammonium chloride / water; ethanol / 1.5 h / Reflux

With iron; ammonium chloride; N-ethyl-N,N-diisopropylamine; In ethanol; N,N-dimethyl acetamide; water;

Reference yield:

3-(2,5-dichloropyrimidine-4-yl)-1H-indole (937366-57-9) → N4-(5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl)-N1-(2-(dimethylamino)ethyl)-5-methoxy-N1-methylbenzene-1,2,4-triamine (1421372-61-3)

Guidance literature:

Multi-step reaction with 3 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

3: iron; ammonium chloride / water; ethanol / 1.5 h / Reflux

With iron; ammonium chloride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In ethanol; N,N-dimethyl acetamide; water;

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

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

Downstream raw materials:

N-(5-((5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl)amino)-2-((2-(dimethylamino)ethyl)(methyl)amino)-4-methoxyphenyl)acrylamide

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