12,13,14,14a-Tetrahydro-11-oxo-9H,11H-pyrazino(2,1-c)pyrrolo(1,2-a)(1,4)benzodiazepine

Base Information

• Chemical Name: 12,13,14,14a-Tetrahydro-11-oxo-9H,11H-pyrazino(2,1-c)pyrrolo(1,2-a)(1,4)benzodiazepine
• CAS No.: 122485-03-4
• Molecular Formula: C15H15 N3 O
• Molecular Weight: 253.2991
• DSSTox Substance ID: DTXSID30924184
• Nikkaji Number: J547.037D
• ChEMBL ID: CHEMBL138703
• Mol file: 122485-03-4.mol

Synonyms:BRN 5074939;12,13,14,14a-Tetrahydro-11-oxo-9H,11H-pyrazino(2,1-c)pyrrolo(1,2-a)(1,4)benzodiazepine;12,13,14,14a-Tetrahydro-9H,11H-pyrazino(2,1-c)pyrrolo(1,2-a)(1,4)benzodiazepin-11-one;9H,11H-Pyrazino(2,1-c)pyrrolo(1,2-a)(1,4)benzodiazepin-11-one, 12,13,14,14a-tetrahydro-;122485-03-4;12,13,14,14a-Tetrahydro-9H,11H-pyrazino[2,1-c]pyrrolo[1,2-a][1,4]benzodiazepin-11-one;CHEMBL138703;DTXSID30924184;LS-127786;10,11,12,12a-Tetrahydro-8H,9H-3a,8a,11-triazadibenz[e,h]azulen-9-one

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

Chemical Property:

• Vapor Pressure: 3.48E-10mmHg at 25°C
• Boiling Point: 501.4°C at 760 mmHg
• Flash Point: 257.1°C
• Density: 1.37g/cm³
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 253.121512110
• Heavy Atom Count: 19
• Complexity: 372

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2C3=CC=CN3C4=CC=CC=C4CN2C(=O)CN1

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

There total 3 articles about 12,13,14,14a-Tetrahydro-11-oxo-9H,11H-pyrazino(2,1-c)pyrrolo(1,2-a)(1,4)benzodiazepine 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: 40.0%

2-<(2,2-dimethoxyethyl)amino>-N-<2-(1-pyrryl)phenylmethyl>acetamide (122485-02-3) → 3b,4,6,7-tetrahydro-7-oxo-5H,9H-pyrazino<2,1-c>pyrrolo<1,2-a><1,4>benzodiazepine (122485-03-4)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; for 20h; Ambient temperature;

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

Reference yield:

2-(1-pyrrolyl)benzylamine (39243-88-4) → 3b,4,6,7-tetrahydro-7-oxo-5H,9H-pyrazino<2,1-c>pyrrolo<1,2-a><1,4>benzodiazepine (122485-03-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 74 percent / triethylamine / tetrahydrofuran / 2 h / Ambient temperature

2: 60 percent / potassium carbonate / dimethylformamide / 1 h / 90 °C

3: 40 percent / 12N hydrochloric acid / tetrahydrofuran / 20 h / Ambient temperature

With hydrogenchloride; potassium carbonate; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

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

Reference yield:

2-chloro-N-<2-(1-pyrryl)phenylmethyl>acetamide (117954-52-6) → 3b,4,6,7-tetrahydro-7-oxo-5H,9H-pyrazino<2,1-c>pyrrolo<1,2-a><1,4>benzodiazepine (122485-03-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / potassium carbonate / dimethylformamide / 1 h / 90 °C

2: 40 percent / 12N hydrochloric acid / tetrahydrofuran / 20 h / Ambient temperature

With hydrogenchloride; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide;

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

upstream raw materials:

2-<(2,2-dimethoxyethyl)amino>-N-<2-(1-pyrryl)phenylmethyl>acetamide

2-(1-pyrrolyl)benzylamine

2-chloro-N-<2-(1-pyrryl)phenylmethyl>acetamide

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