3-[8-(Aminomethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]-4-(1-methylindol-3-yl)pyrrole-2,5-dione

Base Information

• Chemical Name: 3-[8-(Aminomethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]-4-(1-methylindol-3-yl)pyrrole-2,5-dione
• CAS No.: 131848-97-0
• Molecular Formula: C₂₆H₂₄N₄O₂
• Molecular Weight: 424.502
• Hs Code.: 2925199590
• DSSTox Substance ID: DTXSID60927365
• Nikkaji Number: J468.918F
• ChEMBL ID: CHEMBL421565
• Mol file: 131848-97-0.mol

Synonyms:Ro 31-8425;Ro-31-8425;Ro31.8425

Chemical Property of 3-[8-(Aminomethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]-4-(1-methylindol-3-yl)pyrrole-2,5-dione

Chemical Property:

• Vapor Pressure: 1.56E-21mmHg at 25°C
• Refractive Index: 1.755
• Boiling Point: 736.1 °C at 760 mmHg
• Flash Point: 399 °C
• PSA: 82.05000
• Density: 1.43 g/cm³
• LogP: 4.25040
• Storage Temp.: 0-6°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 424.18992602
• Heavy Atom Count: 32
• Complexity: 825

Purity/Quality:

99% ^*data from raw suppliers

Ro-31-8425 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=C(C2=CC=CC=C21)C3=C(C(=O)NC3=O)C4=C5CC(CCN5C6=CC=CC=C64)CN

Technology Process of 3-[8-(Aminomethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]-4-(1-methylindol-3-yl)pyrrole-2,5-dione

There total 5 articles about 3-[8-(Aminomethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]-4-(1-methylindol-3-yl)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:

Trifluoro-methanesulfonic acid 10-[4-(1-methyl-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-6,7,8,9-tetrahydro-pyrido[1,2-a]indol-8-ylmethyl ester → 3-[8-(aminomethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione (151342-35-7,131848-97-0)

Guidance literature:

With ammonium hydroxide; In dichloromethane; for 17h; Yield given;

DOI:10.1021/jm00053a003

Reference yield:

8-(acetoxymethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indole (131849-03-1) → 3-[8-(aminomethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione (151342-35-7,131848-97-0)

Guidance literature:

Multi-step reaction with 5 steps

1: diethyl ether / 0.5 h

2: Et₃N / CH₂Cl₂ / 65 h

3: 94 percent / 33percent aq. NH₃ / dimethylformamide / 9 h / 140 °C

4: 2,4,6-collidine / CH₂Cl₂ / 2 h

5: 33percent aq. NH₃ / CH₂Cl₂ / 17 h

With 2,4,6-trimethyl-pyridine; ammonium hydroxide; triethylamine; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00053a003

Reference yield:

Acetic acid 10-chlorooxalyl-6,7,8,9-tetrahydro-pyrido[1,2-a]indol-8-ylmethyl ester (131849-81-5) → 3-[8-(aminomethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione (151342-35-7,131848-97-0)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N / CH₂Cl₂ / 65 h

2: 94 percent / 33percent aq. NH₃ / dimethylformamide / 9 h / 140 °C

3: 2,4,6-collidine / CH₂Cl₂ / 2 h

4: 33percent aq. NH₃ / CH₂Cl₂ / 17 h

With 2,4,6-trimethyl-pyridine; ammonium hydroxide; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00053a003

upstream raw materials:

8-(acetoxymethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indole

Acetic acid 10-chlorooxalyl-6,7,8,9-tetrahydro-pyrido[1,2-a]indol-8-ylmethyl ester

3-<8-(hydroxymethyl)-6,7,8,9-tetrahydropyrido<1,2-a>indol-10-yl>-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione

3-<8-(acetoxymethyl)-6,7,8,9-tetrahydropyrido<1,2-a>indol-10-yl>-4-(1-methyl-3-indolyl)furan-2,5-dione

Refernces