2,3,4,5-Tetrahydro-1H-1,5-methanobenzo[d]azepine hydrochloride

Base Information

• Chemical Name: 2,3,4,5-Tetrahydro-1H-1,5-methanobenzo[d]azepine hydrochloride
• CAS No.: 230615-52-8
• Molecular Formula: C11H13N^.HCl
• Molecular Weight: 195.692
• Hs Code.: 2933990090
• European Community (EC) Number: 607-193-6
• DSSTox Substance ID: DTXSID90945739
• Mol file: 230615-52-8.mol

Synonyms:230615-52-8;2,3,4,5-Tetrahydro-1H-1,5-methanobenzo[d]azepine hydrochloride;2,3,4,5-Tetrahydro-1H-1,5-methano-3-benzazepine hydrochloride;C11H14ClN;2,3,4,5-Tetrahydro-1,5-methano-1H-3-benzazepine hydrochloride;10-azatricyclo[6.3.1.02,7]dodeca-2,4,6-triene;hydrochloride;SCHEMBL1972897;DTXSID90945739;CS-B0003;MFCD20278229;AKOS015900744;DS-3967;SY041569;FT-0701610;W-201964;2,3,4,5-Tetrahydro-1,5-methano-1H-3-benzazepine HCl;10-aza-tricyclo[6.3.1.0]dodeca-2,4,6-triene hydrochloride;2,3,4,5-Tetrahydro-1H-1,5-methanobenzo[d]azepinehydrochloride;10-aza-tricyclo[6.3.1.02,7]dodeca-2(7),3,5-triene hydrochloride salt;10-aza-tricyclo[6.3.1.02.7]dodeca-2(7),3,5-triene hydrochloride salt;1,5-Methano-1H-3-benzazepine, 2,3,4,5-tetrahydro-, hydrochloride (1:1);1,5-Methano-1H-3-benzazepine, 2,3,4,5-tetrahydro-, hydrochloride

Chemical Property of 2,3,4,5-Tetrahydro-1H-1,5-methanobenzo[d]azepine hydrochloride

Chemical Property:

• Vapor Pressure: 0.00439mmHg at 25°C
• Boiling Point: 277.9 °C at 760 mmHg
• Flash Point: 128.9 °C
• PSA: 12.03000
• LogP: 2.99150
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly, Heated), Methanol (Slightly)
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 195.0814771
• Heavy Atom Count: 13
• Complexity: 160

Purity/Quality:

99% ^*data from raw suppliers

2,3,4,5-Tetrahydro-1H-1,5-methano-3-benzazepineHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CNCC1C3=CC=CC=C23.Cl
• Uses: 2,3,4,5-Tetrahydro-1H-1,5-methano-3-benzazepine Hydrochloride is used in the preparation of the main band impurity of Varenicline (V098490), a nicotinic α4β2 acetylcholine receptor partial agonist. Aid in smoking cessation.

Technology Process of 2,3,4,5-Tetrahydro-1H-1,5-methanobenzo[d]azepine hydrochloride

There total 6 articles about 2,3,4,5-Tetrahydro-1H-1,5-methanobenzo[d]azepine 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: 96.0%

10-Aza-tricyclo[6.3.1.02.7]dodeca-2(7),3,5-triene (69718-72-5) → 2,3,4,5-tetrahydro-1,5-methylene-1H-3-benzazepine hydrochloride (230615-52-8)

Guidance literature:

With hydrogenchloride; In methanol; at 0 - 5 ℃; Solvent;

Reference yield: 89.24%

3-benzyl-2,3,4,5-tetrahydro-1,5-methano-1H-3-benzazepine (230615-48-2) → 2,3,4,5-tetrahydro-1,5-methylene-1H-3-benzazepine hydrochloride (230615-52-8)

Guidance literature:

With hydrogenchloride; hydrogen; palladium(II) hydroxide; In methanol; at 20 - 40 ℃; under 3677.86 - 4413.43 Torr;

Reference yield:

2-indanone (615-13-4) → 2,3,4,5-tetrahydro-1,5-methylene-1H-3-benzazepine hydrochloride (230615-52-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: acetic acid; bromine / 2 h / 25 °C / Cooling with ice

2.1: ethanol; water / 5 h / 20 °C

3.1: potassium hydroxide; water / ethanol / 4 h / 75 °C

4.1: acetic anhydride / 5 h / 100 °C

4.2: 3 h / 75 °C

5.1: sodium tetrahydroborate / tetrahydrofuran / 6 h / 20 °C / Cooling with ice

6.1: hydrogenchloride / methanol / 0 - 5 °C

With hydrogenchloride; sodium tetrahydroborate; water; bromine; acetic anhydride; acetic acid; potassium hydroxide; In tetrahydrofuran; methanol; ethanol; water;

upstream raw materials:

3-benzyl-2,3,4,5-tetrahydro-1,5-methano-1H-3-benzazepine

2-indanone

1,3-dibromo-indan-2-one

10-Aza-tricyclo[6.3.1.02.7]dodeca-2⁽⁷⁾,3,5-triene

Downstream raw materials:

1-(4-nitro-10-aza-tricyclo[6.3.1.02,7]dodeca-2(7),3,5-trien-10-yl)-2,2,2-trifluoro-ethanone

1-(10-aza-tricyclo[6.3.1.0^2,7]dodeca-2⁽⁷⁾,3,5-trien-10-yl)-2,2,2-trifluoro-ethanone

Refernces

• 1、 -. "PROCESS FOR PREPARING VARENICLINE, VARENICLINE INTERMEDIATES, AND PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF". Page/Page column 16. . Retrieved 2010/04/06.