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

Base Information

• Chemical Name: 4-[3-dimethylaminoazetidin-1-yl]-6-methoxy-N-[5-methyl-4-(1-methylindole-3-yl)pyrimidin-2-yl]benzene-1,3-diamine
• CAS No.: 1421372-79-3
• Molecular Formula: C₂₆H₃₁N₇O
• Molecular Weight: 457.578
• Mol file: 1421372-79-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 8 articles about 4-[3-dimethylaminoazetidin-1-yl]-6-methoxy-N-[5-methyl-4-(1-methylindole-3-yl)pyrimidin-2-yl]benzene-1,3-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: 69.0%

N-[4-(3-dimethylaminoazetidin-1-yl)-2-methoxy-5-nitrophenyl]-5-methyl-4-(1-methylindol-3-yl)pyrimidin-2-amine (1421372-80-6) → 4-[3-dimethylaminoazetidin-1-yl]-6-methoxy-N-[5-methyl-4-(1-methylindole-3-yl)pyrimidin-2-yl]benzene-1,3-diamine (1421372-79-3)

Guidance literature:

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

Reference yield:

3-(2-chloro-5-methylpyrimidin-4-yl)-1H-indole (945016-62-6) → 4-[3-dimethylaminoazetidin-1-yl]-6-methoxy-N-[5-methyl-4-(1-methylindole-3-yl)pyrimidin-2-yl]benzene-1,3-diamine (1421372-79-3)

Guidance literature:

Multi-step reaction with 4 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

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

With iron; sodium hydride; ammonium chloride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; 2,2,2-trifluoroethanol; water; mineral oil;

Reference yield:

4-fluoro-2-methoxy-5-nitro-phenylamine (1075705-01-9) → 4-[3-dimethylaminoazetidin-1-yl]-6-methoxy-N-[5-methyl-4-(1-methylindole-3-yl)pyrimidin-2-yl]benzene-1,3-diamine (1421372-79-3)

Guidance literature:

Multi-step reaction with 3 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

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

With iron; ammonium chloride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In ethanol; 2,2,2-trifluoroethanol; water;

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

Downstream raw materials:

C₂₉H₃₃N₇O₂