12,13-Dihydro-9H,11H-pyrazino(2,1-c)pyrrolo(1,2-a)(1,4)benzodiazepine-11,14(14aH)-dione

Base Information

• Chemical Name: 12,13-Dihydro-9H,11H-pyrazino(2,1-c)pyrrolo(1,2-a)(1,4)benzodiazepine-11,14(14aH)-dione
• CAS No.: 122485-08-9
• Molecular Formula: C₁₅H₁₃N₃O₂
• Molecular Weight: 267.287
• DSSTox Substance ID: DTXSID90924185
• ChEMBL ID: CHEMBL141349
• Mol file: 122485-08-9.mol

Synonyms:BRN 5092981;12,13-Dihydro-9H,11H-pyrazino(2,1-c)pyrrolo(1,2-a)(1,4)benzodiazepine-11,14(14aH)-dione;9H,11H-Pyrazino(2,1-c)pyrrolo(1,2-a)(1,4)benzodiazepine-11,14(14aH)-dione, 12,13-dihydro-;122485-08-9;CHEMBL141349;DTXSID90924185;LS-127777;14-Hydroxy-12,14a-dihydro-9H,11H-pyrazino[2,1-c]pyrrolo[1,2-a][1,4]benzodiazepin-11-one

Chemical Property of 12,13-Dihydro-9H,11H-pyrazino(2,1-c)pyrrolo(1,2-a)(1,4)benzodiazepine-11,14(14aH)-dione

Chemical Property:

• Vapor Pressure: 2.15E-15mmHg at 25°C
• Boiling Point: 622°Cat760mmHg
• Flash Point: 330°C
• Density: 1.47g/cm³
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 267.100776666
• Heavy Atom Count: 20
• Complexity: 439

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)N2CC3=CC=CC=C3N4C=CC=C4C2C(=O)N1

Technology Process of 12,13-Dihydro-9H,11H-pyrazino(2,1-c)pyrrolo(1,2-a)(1,4)benzodiazepine-11,14(14aH)-dione

There total 3 articles about 12,13-Dihydro-9H,11H-pyrazino(2,1-c)pyrrolo(1,2-a)(1,4)benzodiazepine-11,14(14aH)-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: 50.0%

5,6-dihydro-5-benzyloxycarbonylaminoacetyl-4-ethoxycarbonyl-4H-pyrrolo<1,2-a><1,4>benzodiazepine (122485-07-8) → 3b,4,6,7-tetrahydro-4,7-dioxo-5H,9H-pyrazino<2,1-c>pyrrolo<1,2-a><1,4>benzodiazepine (122485-08-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 50 ℃; for 6h; under 3040 Torr;

DOI:10.1016/S0040-4020(01)80106-X

Reference yield:

5,6-dihydro-4-ethoxycarbonyl-4H-pyrrolo<1,2-a><1,4>benzodiazepine (122485-06-7) → 3b,4,6,7-tetrahydro-4,7-dioxo-5H,9H-pyrazino<2,1-c>pyrrolo<1,2-a><1,4>benzodiazepine (122485-08-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 1.) 0-5 deg C, 1 h; 2.) r.t., 4 h

2: 50 percent / H₂ / 10percent Pd/C / ethanol / 6 h / 50 °C / 3040 Torr

With hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In ethanol; dichloromethane;

DOI:10.1016/S0040-4020(01)80106-X

Reference yield:

1-(2-aminomethylphenyl)-1H-pyrroloe hydrochloride (33265-72-4) → 3b,4,6,7-tetrahydro-4,7-dioxo-5H,9H-pyrazino<2,1-c>pyrrolo<1,2-a><1,4>benzodiazepine (122485-08-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / ethanol / 5 h / Heating

2: 98 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 1.) 0-5 deg C, 1 h; 2.) r.t., 4 h

3: 50 percent / H₂ / 10percent Pd/C / ethanol / 6 h / 50 °C / 3040 Torr

With hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In ethanol; dichloromethane;

DOI:10.1016/S0040-4020(01)80106-X

upstream raw materials:

5,6-dihydro-5-benzyloxycarbonylaminoacetyl-4-ethoxycarbonyl-4H-pyrrolo<1,2-a><1,4>benzodiazepine

5,6-dihydro-4-ethoxycarbonyl-4H-pyrrolo<1,2-a><1,4>benzodiazepine

1-(2-aminomethylphenyl)-1H-pyrroloe hydrochloride

Downstream raw materials:

3b,4,6,7-tetrahydro-5H,9H-pyrazino<2,1-c>pyrrolo<1,2-a><1,4>benzodiazepine

3b,4,6,7-tetrahydro-5-methyl-5H,9H-pyrazino<2,1-c>pyrrolo<1,2-a><1,4>benzodiazepine