3-(1H-indol-3-yl)-4-(1-(3-morpholinopropyl)-1H-pyrazolo[3,4-b]pyridine-3-yl)-1-phenyl-1H-pyrrole-2,5-dione

Base Information

• Chemical Name: 3-(1H-indol-3-yl)-4-(1-(3-morpholinopropyl)-1H-pyrazolo[3,4-b]pyridine-3-yl)-1-phenyl-1H-pyrrole-2,5-dione
• CAS No.: 1470408-01-5
• Molecular Formula: C₃₁H₂₈N₆O₃
• Molecular Weight: 532.602
• Mol file: 1470408-01-5.mol

Synonyms:3-(1H-indol-3-yl)-4-(1-(3-morpholinopropyl)-1H-pyrazolo[3,4-b]pyridine-3-yl)-1-phenyl-1H-pyrrole-2,5-dione

Chemical Property of 3-(1H-indol-3-yl)-4-(1-(3-morpholinopropyl)-1H-pyrazolo[3,4-b]pyridine-3-yl)-1-phenyl-1H-pyrrole-2,5-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(1H-indol-3-yl)-4-(1-(3-morpholinopropyl)-1H-pyrazolo[3,4-b]pyridine-3-yl)-1-phenyl-1H-pyrrole-2,5-dione

There total 10 articles about 3-(1H-indol-3-yl)-4-(1-(3-morpholinopropyl)-1H-pyrazolo[3,4-b]pyridine-3-yl)-1-phenyl-1H-pyrrole-2,5-dione 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: 68.0%

3-(1-(tert-butyloxycarbonyl)-1H-indol-3-yl)-1-phenyl-4-(1-(3-morpholinopropyl)-1H-pyrazolo[3,4-b]pyridine-3-yl)-1H-pyrrole-2,5-dione (1470408-00-4) → 3-(1H-indol-3-yl)-4-(1-(3-morpholinopropyl)-1H-pyrazolo[3,4-b]pyridine-3-yl)-1-phenyl-1H-pyrrole-2,5-dione (1470408-01-5)

Guidance literature:

With hydrogenchloride; In ethanol; water; at 30 - 35 ℃; for 12h;

DOI:10.1016/j.ejmech.2013.07.046

Reference yield:

2-chloro-3-pyridinecarbonitrile (6602-54-6) → 3-(1H-indol-3-yl)-4-(1-(3-morpholinopropyl)-1H-pyrazolo[3,4-b]pyridine-3-yl)-1-phenyl-1H-pyrrole-2,5-dione (1470408-01-5)

Guidance literature:

Multi-step reaction with 8 steps

1: hydrazine / ethanol / Reflux

2: 1-nitroisobutane; tetrafluoroboric acid / methanol / 0 - 5 °C

3: phosphinic acid / water / 20 °C

4: iodine; potassium hydroxide / N,N-dimethyl-formamide / 20 °C

5: ethylmagnesium bromide / tetrahydrofuran / -5 - 0 °C

6: lithium chloride; bis(triphenylphosphine)palladium(II) chloride / toluene / 10 h / 100 °C / Inert atmosphere

7: potassium carbonate / N,N-dimethyl-formamide / 10 h / 60 °C

8: hydrogenchloride / water; ethanol / 12 h / 30 - 35 °C

With hydrogenchloride; tetrafluoroboric acid; phosphinic acid; bis(triphenylphosphine)palladium(II) chloride; 1-nitroisobutane; ethylmagnesium bromide; iodine; potassium carbonate; lithium chloride; potassium hydroxide; hydrazine; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.ejmech.2013.07.046

Reference yield:

C6H4N5(1+)*BF4(1-) (63682-46-2) → 3-(1H-indol-3-yl)-4-(1-(3-morpholinopropyl)-1H-pyrazolo[3,4-b]pyridine-3-yl)-1-phenyl-1H-pyrrole-2,5-dione (1470408-01-5)

Guidance literature:

Multi-step reaction with 6 steps

1: phosphinic acid / water / 20 °C

2: iodine; potassium hydroxide / N,N-dimethyl-formamide / 20 °C

3: ethylmagnesium bromide / tetrahydrofuran / -5 - 0 °C

4: lithium chloride; bis(triphenylphosphine)palladium(II) chloride / toluene / 10 h / 100 °C / Inert atmosphere

5: potassium carbonate / N,N-dimethyl-formamide / 10 h / 60 °C

6: hydrogenchloride / water; ethanol / 12 h / 30 - 35 °C

With hydrogenchloride; phosphinic acid; bis(triphenylphosphine)palladium(II) chloride; ethylmagnesium bromide; iodine; potassium carbonate; lithium chloride; potassium hydroxide; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.ejmech.2013.07.046

upstream raw materials:

2-chloro-3-pyridinecarbonitrile

1H-pyrazolo[3,4-b]pyridin-3-amine

C₆H₄N₅⁽¹⁺⁾*BF₄^(1-)

1H-Pyrazolo[3,4-b]pyridine

Downstream raw materials:

3-(1-(3-(1H-imidazol-1-yl)propyl)-1H-indol-3-yl)-4-(1-(3-morpholinopropyl)-1H-pyrazolo[3,4-b]pyridine-3-yl)-1-phenyl-1H-pyrrole-2,5-dione

3-(1-morpholinopropyl-1H-indol-3-yl)-4-(1-(3-morpholinopropyl)-1H-pyrazolo[3,4-b]pyridine-3-yl)-1-phenyl-1H-pyrrole-2,5-dione

3-(1-(3-morpholinopropyl)-1H-pyrazolo[3,4-b]pyridine-3-yl)-1-phenyl-3-(1-vinyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione

3-(1-(2-bromoethyl)-1H-indol-3-yl)-4-(1-(3-morpholinopropyl)-1H-pyrazolo[3,4-b]pyridine-3-yl)-1-phenyl-1H-pyrrole-2,5-dione