(7BR,10AR)-2,3,4,7B,8,9,10,10A-Octahydro-1H-cyclopenta[B][1,4]diazepino[6,7,1-HI]indole hydrochloride

Base Information

• Chemical Name: (7BR,10AR)-2,3,4,7B,8,9,10,10A-Octahydro-1H-cyclopenta[B][1,4]diazepino[6,7,1-HI]indole hydrochloride
• CAS No.: 428868-35-3
• Molecular Formula: C14H18N2.ClH
• Molecular Weight: 250.771
• DSSTox Substance ID: DTXSID30705359
• Mol file: 428868-35-3.mol

Synonyms:1,2,3,4,8,9,10,10a-octahydro-7bH-cyclopenta(b)(1,4)diazepino(6,7,1hj)indole;WAY 163909;WAY-163909;WAY163909

Chemical Property of (7BR,10AR)-2,3,4,7B,8,9,10,10A-Octahydro-1H-cyclopenta[B][1,4]diazepino[6,7,1-HI]indole hydrochloride

Chemical Property:

• PSA: 15.27000
• LogP: 3.44170
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 250.1236763
• Heavy Atom Count: 17
• Complexity: 278

Purity/Quality:

99% ^*data from raw suppliers

WAY-163909hydrochloride ≥98%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2C(C1)N3CCNCC4=C3C2=CC=C4.Cl
• Isomeric SMILES: C1C[C@H]2[C@@H](C1)N3CCNCC4=C3C2=CC=C4.Cl

Technology Process of (7BR,10AR)-2,3,4,7B,8,9,10,10A-Octahydro-1H-cyclopenta[B][1,4]diazepino[6,7,1-HI]indole hydrochloride

There total 7 articles about (7BR,10AR)-2,3,4,7B,8,9,10,10A-Octahydro-1H-cyclopenta[B][1,4]diazepino[6,7,1-HI]indole hydrochloride 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:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-((3aR,8bR)-1,3,3a,8b-tetrahydrocyclopenta[b]indol-4(2H)-yl)ethanamine hydrochloride (1562204-18-5) → (7bR,10aR)-2,3,4,7b,8,9,10,10a-octahydro-1H-cyclopenta[b][1,4]diazepino[6,7,1-hi]indole hydrochloride (428868-35-3)

Guidance literature:

With trifluoroacetic acid; In ethanol; water; at 20 ℃;

DOI:10.1021/jm401802f

Reference yield:

2-((3aR,8bR)-1,3,3a,8b-tetrahydrocyclopenta[b]indol-4(2H)-yl)ethanamine hydrochloride (1562204-18-5) + methyl iodide (74-88-4) → (7bR,10aR)-2,3,4,7b,8,9,10,10a-octahydro-1H-cyclopenta[b][1,4]diazepino[6,7,1-hi]indole hydrochloride (428868-35-3)

Guidance literature:

methyl iodide; With trimethylamine-N-oxide; In N,N-dimethyl-formamide; at 80 ℃; for 0.05h;

2-((3aR,8bR)-1,3,3a,8b-tetrahydrocyclopenta[b]indol-4(2H)-yl)ethanamine hydrochloride; With trifluoroacetic acid; In water; N,N-dimethyl-formamide; at 115 ℃; for 0.1h;

DOI:10.1021/jm401802f

Reference yield:

2,3-dihydro-1H-cyclopentindole (2047-91-8) → (7bR,10aR)-2,3,4,7b,8,9,10,10a-octahydro-1H-cyclopenta[b][1,4]diazepino[6,7,1-hi]indole hydrochloride (428868-35-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 5%-palladium/activated carbon; hydrogenchloride; hydrogen / ethanol / 3 h / 20 °C / 2327.23 Torr

2.1: triethylamine / dichloromethane / 1 h

3.1: sulfuric acid / ethanol; water / 8 h / 70 °C

4.1: toluene-4-sulfonic acid / 165 °C

5.1: sulfuric acid / ethanol; water / 8 h / 70 °C

5.3: 20 °C

6.1: trimethylamine-N-oxide / N,N-dimethyl-formamide / 0.05 h / 80 °C

6.2: 0.1 h / 115 °C

With hydrogenchloride; trimethylamine-N-oxide; sulfuric acid; 5%-palladium/activated carbon; hydrogen; toluene-4-sulfonic acid; triethylamine; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; 6.2: |Pictet-Spengler Synthesis;

DOI:10.1021/jm401802f

upstream raw materials:

2,3-dihydro-1H-cyclopentindole

1,2,3,3a,4,8b-hexahydrocyclopent[b]indole

formaldehyd

2-((3aR,8bR)-1,3,3a,8b-tetrahydrocyclopenta[b]indol-4(2H)-yl)ethanamine hydrochloride