1,2,3,4,6,7,8,9-Octahydro-2-(phenylmethyl)benzo[b][1,6]naphthyridine

Base Information

• Chemical Name: 1,2,3,4,6,7,8,9-Octahydro-2-(phenylmethyl)benzo[b][1,6]naphthyridine
• CAS No.: 83081-92-9
• Molecular Formula: C19H22N2
• Molecular Weight: 278.397
• DSSTox Substance ID: DTXSID401159305

Synonyms:DTXSID401159305;1,2,3,4,6,7,8,9-Octahydro-2-(phenylmethyl)benzo[b][1,6]naphthyridine;83081-92-9

Chemical Property of 1,2,3,4,6,7,8,9-Octahydro-2-(phenylmethyl)benzo[b][1,6]naphthyridine

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 278.178298710
• Heavy Atom Count: 21
• Complexity: 337

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC2=NC3=C(CN(CC3)CC4=CC=CC=C4)C=C2C1

Technology Process of 1,2,3,4,6,7,8,9-Octahydro-2-(phenylmethyl)benzo[b][1,6]naphthyridine

There total 4 articles about 1,2,3,4,6,7,8,9-Octahydro-2-(phenylmethyl)benzo[b][1,6]naphthyridine 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: 87.0%

2-benzyl-1,2,3,4-tetrahydrobenzo<1,6>naphthyridine (1541-57-7) → 2-benzyl-1,2,3,4,6,7,8,9-octahydrobenzo<1,6>naphthyridine (83081-92-9)

Guidance literature:

With hydrogen; platinum(IV) oxide; In trifluoroacetic acid;

DOI:10.1248/cpb.32.2522

Reference yield: 41.0%

1-phenylmethyl-4-piperidone (3612-20-2) + 2-aminomethylenecyclohexanone (17425-57-9) → 2-benzyl-1,2,3,4,6,7,8,9-octahydrobenzo<1,6>naphthyridine (83081-92-9)

Guidance literature:

With ammonium acetate; at 120 ℃; for 24h;

DOI:10.1248/cpb.32.2522

Reference yield:

1-phenylmethyl-4-piperidone (3612-20-2) → 2-benzyl-1,2,3,4,6,7,8,9-octahydrobenzo<1,6>naphthyridine (83081-92-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / NaOMe / ethanol / 3 h

2: 87 percent / H₂ / PtO₂ / trifluoroacetic acid

With hydrogen; sodium methylate; platinum(IV) oxide; In ethanol; trifluoroacetic acid;

DOI:10.1248/cpb.32.2522

upstream raw materials:

1-phenylmethyl-4-piperidone

2-aminomethylenecyclohexanone

2-benzyl-1,2,3,4-tetrahydrobenzo<1,6>naphthyridine

o-aminobenzaldehyde

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