Pyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione, 9-hydroxy-4-(4-methoxyphenyl)-

Base Information

• Chemical Name: Pyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione, 9-hydroxy-4-(4-methoxyphenyl)-
• CAS No.: 622860-47-3
• Molecular Formula: C21H14N2O4
• Molecular Weight: 358.353
• Mol file: 622860-47-3.mol

Synonyms:

Chemical Property of Pyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione, 9-hydroxy-4-(4-methoxyphenyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Pyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione, 9-hydroxy-4-(4-methoxyphenyl)-

There total 9 articles about Pyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione, 9-hydroxy-4-(4-methoxyphenyl)- 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:

9-hydroxy-4-iodopyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione (622860-38-2) + 4-methoxyphenylboronic acid (5720-07-0) → 9-hydroxy-4-(4-methoxyphenyl)pyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione (622860-47-3)

Guidance literature:

With potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; at 90 ℃; for 4h;

DOI:10.1021/jm0512591

Reference yield:

benzyl (2E)-3-(5-methoxy-1H-indol-2-yl)-2-propenoate (622860-26-8) → 9-hydroxy-4-(4-methoxyphenyl)pyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione (622860-47-3)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 83 percent / 3 h / 175 °C

2.1: 91 percent / MnO₂ / dioxane / 2 h / Heating

3.1: H₂ / Pd/C / dimethylformamide; methanol / 2 h / 3102.89 Torr

4.1: diphenylphosphorylazide; Et₃N; t-BuOH / 16 h / Heating

4.2: 93 percent / TFA / CH₂Cl₂ / 1 h / 20 °C

5.1: H₂SO₄; NaNO₂ / H₂O / 0.05 h / 3 °C

5.2: 46 percent / KI; CuI / H₂O / 3 - 70 °C

6.1: 89 percent / pyridine hydrochloride / 0.25 h / 200 °C

7.1: K₂CO₃ / [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) / dioxane / 4 h / 90 °C

With manganese(IV) oxide; sulfuric acid; diphenylphosphoranyl azide; hydrogen; pyridine hydrochloride; potassium carbonate; triethylamine; tert-butyl alcohol; sodium nitrite; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium on activated charcoal; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; 1.1: Diels-Alder reaction / 4.1: Curtius rearrangement;

DOI:10.1021/jm0512591

Reference yield:

4-iodo-9-methoxypyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione (622860-36-0) → 9-hydroxy-4-(4-methoxyphenyl)pyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione (622860-47-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / pyridine hydrochloride / 0.25 h / 200 °C

2: K₂CO₃ / [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) / dioxane / 4 h / 90 °C

With pyridine hydrochloride; potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane;

DOI:10.1021/jm0512591

upstream raw materials:

9-hydroxy-4-iodopyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione

4-methoxyphenylboronic acid

benzyl (2E)-3-(5-methoxy-1H-indol-2-yl)-2-propenoate

4-iodo-9-methoxypyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione

Refernces

• 1、 -. "INHIBITORS OF CHECKPOINT KINASES (WEE1 AND CHK1)". Page/Page column 40. . Retrieved 2008/06/13.