7-Benzyl-5,6,7,8-tetrahydro-1,7-naphthyridine

Base Information

• Chemical Name: 7-Benzyl-5,6,7,8-tetrahydro-1,7-naphthyridine
• CAS No.: 92579-15-2
• Molecular Formula: C15H16N2
• Molecular Weight: 224.3
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90462673
• Wikidata: Q82287238
• Mol file: 92579-15-2.mol

Synonyms:7-Benzyl-5,6,7,8-tetrahydro-1,7-naphthyridine;92579-15-2;7-benzyl-6,8-dihydro-5H-1,7-naphthyridine;SCHEMBL12984920;DTXSID90462673;CWZPNSHTLDXISD-UHFFFAOYSA-N;7-Benzyl-5,6,7,8-tetrahydro-[1,7]naphthyridine

Chemical Property of 7-Benzyl-5,6,7,8-tetrahydro-1,7-naphthyridine

Chemical Property:

• PSA: 16.13000
• LogP: 2.57780
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 224.131348519
• Heavy Atom Count: 17
• Complexity: 235

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CC2=C1C=CC=N2)CC3=CC=CC=C3

Technology Process of 7-Benzyl-5,6,7,8-tetrahydro-1,7-naphthyridine

There total 5 articles about 7-Benzyl-5,6,7,8-tetrahydro-1,7-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: 34.0%

1-benzyl-4-(2-[1,3]dioxolan-2-yl-ethyl)-3-piperidone (351038-57-8) → 7-benzyl-5,6,7,8-tetrahydro-1,7-naphthyridine (92579-15-2)

Guidance literature:

With hydroxylamine hydrochloride; In ethanol; at 70 ℃; for 16h;

DOI:10.1002/jhet.5570380241

Reference yield:

ethyl 1-benzyl-3-oxo-4-piperidinecarboxylate (39514-19-7) → 7-benzyl-5,6,7,8-tetrahydro-1,7-naphthyridine (92579-15-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 92 percent / 4-dimethylaminopyridine / toluene / 48 h / Heating

2.1: t-BuOK / dimethylformamide / 0.5 h / 20 °C

2.2: 65 percent / NaI / dimethylformamide / 2 h / 80 °C

3.1: 82 percent / H₂ / 10 percent Pd/C / ethyl acetate / 2 h / 775.72 Torr

4.1: 34 percent / hydroxylamine hydrochloride / ethanol / 16 h / 70 °C

With dmap; hydroxylamine hydrochloride; potassium tert-butylate; hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1002/jhet.5570380241

Reference yield:

1-benzyl-3-piperidone-4-carboxylic acid benzyl ester (351038-51-2) → 7-benzyl-5,6,7,8-tetrahydro-1,7-naphthyridine (92579-15-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: t-BuOK / dimethylformamide / 0.5 h / 20 °C

1.2: 65 percent / NaI / dimethylformamide / 2 h / 80 °C

2.1: 82 percent / H₂ / 10 percent Pd/C / ethyl acetate / 2 h / 775.72 Torr

3.1: 34 percent / hydroxylamine hydrochloride / ethanol / 16 h / 70 °C

With hydroxylamine hydrochloride; potassium tert-butylate; hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1002/jhet.5570380241

upstream raw materials:

1-benzyl-4-(2-[1,3]dioxolan-2-yl-ethyl)-3-piperidone

ethyl 1-benzyl-3-oxo-4-piperidinecarboxylate

1-benzyl-3-piperidone-4-carboxylic acid benzyl ester

1-benzyl-4-(2-[1,3]dioxolan-2-yl-ethyl)-3-piperidone-4-carboxylic acid benzyl ester

Refernces