10,11-Dihydro-5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine

Base Information

• Chemical Name: 10,11-Dihydro-5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine
• CAS No.: 22162-53-4
• Molecular Formula: C12H12N2
• Molecular Weight: 184.241
• Hs Code.: 2933990090
• European Community (EC) Number: 606-945-0
• DSSTox Substance ID: DTXSID10573957
• Nikkaji Number: J1.117.914B
• Wikidata: Q82462816
• Mol file: 22162-53-4.mol

Synonyms:10,11-Dihydro-5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine;22162-53-4;6,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine;MFCD02093091;10,11-DIHYDRO-5H-PYRROLO[2,1-C][1,4]BENZODIAZEPINE;10,11-dihydro-5H-pyrrolo[2,1-c][1,4)-benzodiazepine;10,11-dihydro-5H-pyrrolo[2,1-c][1,4]-benzodiazepine;5H-Pyrrolo[2,1-c][1,4]benzodiazepine, 10,11-dihydro-;SCHEMBL1346239;DTXSID10573957;TQP0904;POAQFKSUTQWHMZ-UHFFFAOYSA-N;AMY20985;XAA16253;AKOS006279083;AB10781;AC-25525;AS-69369;SY240847;CS-0079981;A23018;F20144;10,11-dihydro-5H-pyrolo[2,1-c][1,4]benzodiazepine;10,11-dihydro-5-H-pyrrolo[2,1-c][1,4]benzodiazepine;10,11-dihydro-5H-pyrrolo [2,1-c][1,4]benzodiazepine;10,11-dihydro-5H-pyrrolo[2, 1-c][1,4]benzodiazepine;10, 11-dihydro-5H-pyrrolo [2, 1-c][1,4]benzodiazepine;10, 11-dihydro-5H-pyrrolo[2, 1-c][1,4]benzodiazepine;10,11-dihydro -5H-pyrrolo [2,1-c][1,4]benzodiazepine;10,11-dihydro-5 H-pyrrolo [2,1-c][1,4]benzodiazepine;10,11-dihydro-5H-pyrrolo [2,1-c][1,4] benzodiazepine;10, 11-dihydro-5H-pyrrolo [2, 1-c][1, 4]benzodiazepine;3,9-diazatricyclo[8.4.0.0 , ]tetradeca-1(14),4,6,10,12-pentaene;3,9-DIAZATRICYCLO[8.4.0.0(3),?]TETRADECA-1(14),4,6,10,12-PENTAENE

Chemical Property of 10,11-Dihydro-5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine

Chemical Property:

• Melting Point: 152-154 °C (decomp)
• Boiling Point: 381.7±31.0 °C(Predicted)
• PKA: 4.72±0.20(Predicted)
• PSA: 16.96000
• Density: 1.18±0.1 g/cm3(Predicted)
• LogP: 2.59990
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 184.100048391
• Heavy Atom Count: 14
• Complexity: 205

Purity/Quality:

99%Min. ^*data from raw suppliers

10,11-DIHYDRO-5H-BENZO[E]PYRROLO[1,2-A][1,4]DIAZEPINE 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=CC=CN2CC3=CC=CC=C3N1

Technology Process of 10,11-Dihydro-5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine

There total 9 articles about 10,11-Dihydro-5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine 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: 93.0%

1-(2-Nitrobenzyl)-2-pyrrolecarboxaldehyde (22162-51-2) → 10,11-dihydro-5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine (22162-53-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 60 ℃; for 4h; under 750.075 - 1500.15 Torr; Solvent;

DOI:10.1002/jhet.2176

Reference yield:

1-(2-Nitrobenzyl)-2-pyrrolecarboxaldehyde (22162-51-2) → 1-[(2-aminophenyl)methyl]pyrrole-2-carbinol + 10,11-dihydro-5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine (22162-53-4)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In ethanol; under 18751.9 Torr; Flow reactor;

DOI:10.1016/j.tet.2018.09.025

Reference yield:

1-(2-Nitrobenzyl)-2-pyrrolecarboxaldehyde (22162-51-2) → 10,11-dihydro-5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine (22162-53-4)

Guidance literature:

With hydrogen; palladium-carbon; In ethanol;

upstream raw materials:

1-(2-Nitrobenzyl)-2-pyrrolecarboxaldehyde

2-pyrrole aldehyde

2-nitrobenzyl chloride

ethanol

Downstream raw materials:

(10,11-Dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-(2-methoxy-4-iodo-5-chlorophenyl)-methanone

(10,11-Dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-(3'-methyl-[1,1'-biphenyl]-4-yl)-methanone

(5H,11H-Benzo[e]pyrrolo[1,2-a][1,4]diazepin-10-yl)-(4'-methoxy-3-methyl-[1,1'-biphenyl]-4-yl)-methanone

(10,11-Dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-(4'-methoxy-[1,1'-biphenyl]-4-yl)-methanone

Refernces

• 1、 Frantz, Marie-Céline,Pellissier, Lucie P.,Pflimlin, Elsa,Loison, Stéphanie,Gandiá, Jorge,Marsol, Claire,Durroux, Thierry,Mouillac, Bernard,Becker, Jér?me A. J.,Le Merrer, Julie,Valencia, Christel,Villa, Pascal,Bonnet, Dominique,Hibert, Marcel. "LIT-001, the First Nonpeptide Oxytocin Receptor Agonist that Improves Social Interaction in a Mouse Model of Autism". . p. 8670 - 8692. Retrieved 2018/10/05.
• 2、 -. "DRUG DERIVATIVES". Paragraph 0303. . Retrieved 2013/09/12.