N-[4-(3-dimethylaminoazetidin-1-yl)-2-methoxy-5-nitrophenyl]-5-methyl-4-(1-methylindol-3-yl)pyrimidin-2-amine

Base Information

• Chemical Name: N-[4-(3-dimethylaminoazetidin-1-yl)-2-methoxy-5-nitrophenyl]-5-methyl-4-(1-methylindol-3-yl)pyrimidin-2-amine
• CAS No.: 1421372-80-6
• Molecular Formula: C₂₆H₂₉N₇O₃
• Molecular Weight: 487.561
• Mol file: 1421372-80-6.mol

Synonyms:N-[4-(3-dimethylaminoazetidin-1-yl)-2-methoxy-5-nitrophenyl]-5-methyl-4-(1-methylindol-3-yl)pyrimidin-2-amine

Chemical Property of N-[4-(3-dimethylaminoazetidin-1-yl)-2-methoxy-5-nitrophenyl]-5-methyl-4-(1-methylindol-3-yl)pyrimidin-2-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[4-(3-dimethylaminoazetidin-1-yl)-2-methoxy-5-nitrophenyl]-5-methyl-4-(1-methylindol-3-yl)pyrimidin-2-amine

There total 7 articles about N-[4-(3-dimethylaminoazetidin-1-yl)-2-methoxy-5-nitrophenyl]-5-methyl-4-(1-methylindol-3-yl)pyrimidin-2-amine 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: 71.0%

N-(4-fluoro-2-methoxy-5-nitrophenyl)-4-(1-methyl-1H-indol-3-yl)-5-methylpyrimidine-2-amine (1421372-47-5) + 3-(dimethylamino)azetidine dihydrochloride (124668-49-1) → N-[4-(3-dimethylaminoazetidin-1-yl)-2-methoxy-5-nitrophenyl]-5-methyl-4-(1-methylindol-3-yl)pyrimidin-2-amine (1421372-80-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In 2,2,2-trifluoroethanol; at 140 ℃; for 1h; Microwave irradiation;

Reference yield:

3-(2-chloro-5-methylpyrimidin-4-yl)-1H-indole (945016-62-6) → N-[4-(3-dimethylaminoazetidin-1-yl)-2-methoxy-5-nitrophenyl]-5-methyl-4-(1-methylindol-3-yl)pyrimidin-2-amine (1421372-80-6)

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-ethyl-N,N-diisopropylamine / 2,2,2-trifluoroethanol / 1 h / 140 °C / Microwave irradiation

With sodium hydride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 2,2,2-trifluoroethanol; mineral oil;

Reference yield:

4-fluoro-2-methoxy-5-nitro-phenylamine (1075705-01-9) → N-[4-(3-dimethylaminoazetidin-1-yl)-2-methoxy-5-nitrophenyl]-5-methyl-4-(1-methylindol-3-yl)pyrimidin-2-amine (1421372-80-6)

Guidance literature:

Multi-step reaction with 2 steps

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

2: N-ethyl-N,N-diisopropylamine / 2,2,2-trifluoroethanol / 1 h / 140 °C / Microwave irradiation

With toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In 2,2,2-trifluoroethanol;

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

3-(dimethylamino)azetidine dihydrochloride

Downstream raw materials:

4-[3-dimethylaminoazetidin-1-yl]-6-methoxy-N-[5-methyl-4-(1-methylindole-3-yl)pyrimidin-2-yl]benzene-1,3-diamine

C₂₉H₃₃N₇O₂